Sulfuryl Group-Involved Drugs Approved by the Food and Drug Administration (FDA) from 2021 to 2023

doi:10.6023/cjoc202403042

Chinese Journal of Organic Chemistry ›› 2024, Vol. 44 ›› Issue (9): 2682-2699.DOI: 10.6023/cjoc202403042 Previous Articles Next Articles

REVIEWS

2021至2023年食品药品监督管理局(FDA)认证的含硫酰基药物

喻志岚^a, 邹志玲^a, 袁志文^a, 曾春玲^b, 彭丽芬^a^,^*(), 许新华^b, 唐子龙^a^,^*(), 刘喜荣^b^,^*()

a 湖南科技大学化学化工学院理论有机化学与功能分子教育部重点实验室精细聚合物可控制备及功能化应用湖南省重点实验室湖南湘潭 411201
b 湖南大学化学化工学院化学生物传感与计量学国家重点实验室长沙 410082

收稿日期:2024-03-26 修回日期:2024-04-27 发布日期:2024-05-23
通讯作者: 彭丽芬, 唐子龙, 刘喜荣
基金资助:
国家自然科学基金(22277025); 国家自然科学基金(21802040); 湖南省湖湘高层次人才聚集工程(创新团队)(2021RC5028); 湖南省自然科学基金(2022JJ80082); 湖南省自然科学基金(2022JJ30240)

Sulfuryl Group-Involved Drugs Approved by the Food and Drug Administration (FDA) from 2021 to 2023

Zhilan Yu^a, Zhiling Zou^a, Zhiwen Yuan^a, Chunling Zeng^b, Lifen Peng^a(), Xinhua Xu^b, Zilong Tang^a(), Xirong Liu^b()

a Laboratory of Theoretical Organic Chemistry and Functional Molecule of Ministry of Education, Hunan Provincial Key Laboratory of Controllable Preparation and Functional Application of Fine Polymers, School of Chemistry and Chemical Engineering, Hunan University of Science and Technology, Xiangtan, Hunan 411201
b State Key Laboratory of Chemo/Biosensing and Chemometrics, College of Chemistry and Chemical Engineering, Hunan University, Changsha 410082

Received:2024-03-26 Revised:2024-04-27 Published:2024-05-23
Contact: Lifen Peng, Zilong Tang, Xirong Liu
Supported by:
National Natural Science Foundation of China(22277025); National Natural Science Foundation of China(21802040); Innovation Team of Huxiang High-Level Talent Gathering Engineering(2021RC5028); Natural Science Fund Project of Hunan Province(2022JJ80082); Natural Science Fund Project of Hunan Province(2022JJ30240)

Organic sulfone compounds, exhibiting interesting bioactivities, were widely applied in the field of pharmaceutical and medicine. And numerous of sulfuryl group-involved drugs were approved by the Food and Drug Administration (FDA). Odevixibat, maralixibat chloride and belzutifan approved in 2021 could be applied in the treatment of progressive familial intrahepatic cholestasis (PFIC), cholestatic pruritus and clear cell renal cell carcinoma (ccRCC), respectively. In 2022, abrocitinib, pyrukynd and voquezna were approved for the treatment of atopic dermatitis, pyruvate kinase deficiency (PKD) and acid-related disorders, respectively. Defencath for preventing bloodstream infections, sparsentan for treatment of proteinuria related to IgA nephropathy, and xacduro for treatment of hospital-acquired bacterial pneumonia (HABP) were approved in 2023. In this review, the synthesis and therapies of these sulfuryl group-involved drugs approved from 2021 to 2023 are discussed in details.

Key words: sulfone, drugs, Food and Drug Administration (FDA) approval

Cite this article

Zhilan Yu, Zhiling Zou, Zhiwen Yuan, Chunling Zeng, Lifen Peng, Xinhua Xu, Zilong Tang, Xirong Liu. Sulfuryl Group-Involved Drugs Approved by the Food and Drug Administration (FDA) from 2021 to 2023[J]. Chinese Journal of Organic Chemistry, 2024, 44(9): 2682-2699.

Export EndNote|Reference Manager|ProCite|BibTeX|RefWorks

share this article

Fig. & Tab. 15

Figure 1. Sulfuryl group-involved drugs

Figure 2. Gut-restricted IBAT inhibitors

Scheme 1. Synthesis of odevixibat 7

Scheme 2. Synthesis of maralixibat chloride 8

Scheme 3. Pirnot’s synthetic route for belzutifan 9

Scheme 4. Synthesis of belzutifan 9

Scheme 5. Synthesis of abrocitinib 10

Scheme 6. Synthesis of pyrukynd 11

Scheme 7. Synthesis of voquezna 12

Scheme 8. Synthesis of taurolidine 13 (Dieter)

Scheme 9. Synthesis of taurolidine 13 (Wang)

Scheme 10. Synthesis of sparsentan 14

Figure 3. Other β-lactamase inhibitors approved or undergoing clinical trials (98~103)

Scheme 11. Synthesis of sulbactam 15

Scheme 12. Synthesis of durlobactam 16

References 127

[1]	Zhang, B.-J.; Wassermann, A. M.; Vogt, M.; Bajorath, J. J. Chem. Inf. Model. 2012, 52, 3138.
[2]	(a) Scott, J. S.; Birch, A. M.; Brocklehurst, K. J.; Broo, A.; Brown, H. S.; Butlin, R. J.; Clarke, D. S.; Davidsson, Ö.; Ertan, A.; Goldberg, K.; Groombridge, S. D.; Hudson, J. A.; Laber, D.; Leach, A. G.; MacFaul, P. A.; McKerrecher, D.; Pickup, A.; Schofield, P.; Svensson, P. H.; Sörme, P.; Teague, J. J. Med. Chem. 2012, 55, 5361.
	(b) Chen, Y. F.; Luo, X.; Wang, Y.; Xing, Z. F.; Peng, J.; Chen, J. X. Chin. J. Org. Chem. 2023, 43, 274 (in Chinese).
	(陈艺方, 罗鑫, 王余, 邢志富, 彭菊, 陈吉祥, 有机化学, 2023, 43, 274.) doi: 10.6023/cjoc202204068
	(c) Wei, W. J.; Zhan, L.; Gao, L.; Huang, G. B.; Ma, X. L. Chin. J. Org. Chem. 2023, 43, 17 (in Chinese).
	(魏琬絜, 詹磊, 高雷, 黄国保, 马献力, 有机化学, 2023, 43, 17.) doi: 10.6023/cjoc202205018
	(d) Zhao, Y. X.; Wang, Y. Y.; Zhang, C. L.; Xu, X.; Wang, S. F. Chin. J. Org. Chem. 2021, 41, 1224 (in Chinese).
	(赵雨珣, 王芸芸, 张成龙, 徐徐, 王石发, 有机化学, 2021, 41, 1224.) doi: 10.6023/cjoc202009050
[3]	Xu, W. M.; Han, F. F.; He, M.; Hu, D. Y.; He, J.; Yang, S.; Song, B. A. J. Agric. Food Chem. 2012, 60, 1036.
[4]	Carreno, M. C. Chem. Rev. 1995, 95, 1717.
[5]	Wang, J.; Hou, T. J. Chem. Inf. Model. 2010, 50, 55.
[6]	Zhao, F.; Wang, J.; Ding, X.; Shu, S. J.; Liu, H. Chin. J. Org. Chem. 2016, 36, 490 (in Chinese).
	(赵飞, 王江, 丁晓, 舒双杰, 柳红, 有机化学, 2016, 36, 490.)
[7]	Chen, X.; Hussain, S.; Parveen, S.; Zhang, S.; Yang, Y.; Zhu, C. Curr. Med. Chem. 2012, 19, 3578.
[8]	Rakesh, K P.; Wang, S.-M.; Leng, J.; Ravindar, L.; Asiri, A. M.; Marwani, H. M.; Qin, H.-L. Anticancer Agents Med. Chem. 2018, 18, 488.
[9]	Meng, Y.-Y.; Wang, M.; Jiang, X.-F. Angew. Chem., Int. Ed. 2019, 132, 1362.
[10]	(a) Xiao, Y.-C.; Chen, F.-E. Expert Opin. Drug Dis. 2024, 19, 239.
	(b) Guo, F.-W.; Zhang, Q.; Gu, Y.-C.; Shao, C.-L. Curr. Opin. Chem. Biol. 2023, 75, 102330.
[11]	Zhao, C.; Rakesh, K. P.; Ravidar, L.; Fang, W.-Y.; Qin, H.-L. Eur. J. Med. Chem. 2019, 162, 679.
[12]	Ferro, C. T. B. dos Santos, B. F.; da Silva, C. D. G.; Brand, G.; da Silva, B. A. L.; Domingues, N. L. D. Curr. Org. Synth. 2020, 17, 192.
[13]	Mustafa, M.; Winum, J. Y. Expert Opin. Drug Dis. 2022, 17, 501.
[14]	(a) Bedoyan, S. M.; Lovell, O. T.; Horslen, S. P.; Squires, J. E. Expert Opin. Pharmacother. 2022, 23, 1771. pmid: 34499340
	(b) Deeks, E. D. Drugs 2021, 81, 1781. doi: 10.1007/s40265-021-01594-y pmid: 34499340
[15]	Shirley, M. Drugs 2022, 82, 71.
[16]	Jonasch, E.; Donskov, F.; Iliopoulos, O.; Rathmell, W. K.; Narayan, V. K.; Maughan, B. L.; Oudard, S.; Else, T.; Maranchie, J. K.; Welsh, S. J.; Thamake, S.; Park, E. K.; Perini, R. F.; Linehan, W. M.; Srinivasan, R. New Engl. J. Med. 2021, 385, 2036.
[17]	(a) Shi, V. Y; Bhutani, T.; Fonacier, L.; Deleuran, M.; Shumack, S.; Valdez, H.; Zhang, F.; Chan, G. L.; Cameron, M. C.; Yin, N. C. J. Am. Acad. Dermatol. 2022, 87, 351.
	(b) Thyssen, J. P.; Yosipovitch, G.; Paul, C.; Kwatra, S. G.; Chu, C. Y.; DiBonaventura, M.; Feeney, C.; Zhang, F.; Myers, D.; Rojo, R.; Valdez, H. J. Eur. Acad. Dermatol. 2022, 36, 434.
[18]	Zhuang, Y.-A.; Shirley, M. Drugs 2023, 83, 1613.
[19]	Niikura, R.; Yamada, A.; Hirata, Y.; Hayakawa, Y.; Takahashi, A.; Shinozaki, T.; Takeuchi, Y.; Fujishiro, M.; Koike, K. Internal. Med. 2018, 57, 2443.
[20]	Saunders, J.; Naghibi, M.; Leach, Z.; Parsons, C.; King, A.; Smith, T.; Stroud, M. Eur. J. Clin. Nutr. 2015, 69, 282. doi: 10.1038/ejcn.2014.32 pmid: 24642782
[21]	Rovin, B. H.; Barratt, J.; Heerspink, H. J. L.; Alpers, C. E.; Bieler, S.; Chae, D. W.; Diva, U. A.; Floege, J.; Gesualdo, L.; Inrig, J. K.; Kohan, D. E.; Komers, R.; Kooienga, L. A.; Lafayette, R.; Maes, B.; Malecki, R.; Mercer, A..; Noronha, I. L.; Oh, S. W.; Peh, C. A.; Praga, M.; Preciado, P.; Radhakrishnan, J.; Rheault, M. N.; Rote, W. E.; Tang, S. C. W.; Tesar, V.; Trachtman, H.; Trimarchi, H.; Tumlin, J. A.; Wong, M. G.; Perkovic, V. Lancet 2021, 402, 2077.
[22]	Keam, S. J. Drugs 2023, 83, 1245.
[23]	Gupte, G.; Thompson, R. J.; D’Antiga, L.; Grammatikopoulos, T.; Gonzalès, E.; Lacaille, F.; Lachaux, A.; Roquelaure, B.; Baumann, U.; Lainka, E.; Sturm, E.; Shteyer, E.; Czubkowski, P.; Artan, R.; Dalgic, B.; Ozen, H.; Loomes, K. M.; Vittorio, J. M.; Karpen, S. J.; McKiernan, P.; Mack, C. L.; Di Giorgio, A.; Yu, Q. F.; Kjems, L.; Horn, P. J. Hepatol. 2022, 77, 5518.
[24]	DeFrancesco, L. Nat. Biotechnol. 2021, 39, 1326. doi: 10.1038/s41587-021-01119-8 pmid: 34754126
[25]	Dorel, R.; Wong, A.-R.; Crawford, J. J. ACS Med. Chem. Lett. 2023, 14, 233. doi: 10.1021/acsmedchemlett.3c00001 pmid: 36923921
[26]	Li, M.; Wang, Q.; Li, Y.; Cao, S.; Zhang, Y. ; Pharmacol. Ther. 2020, 212, 107539.
[27]	Thompson, R. J.; Artan, R.; Baumann, U.; Calvo, P. L.; Czubkowski, P.; Dalgic, B.; D'Antiga, L.; Di Giorgio, A.; Durmaz, Ö, .; Gonzalès, E.; Grammatikopoulos, T.; Gupte, G.; Hardikar, W.; Houwen, R. H. J.; Kamath, B. M.; Karpen, S. J.; Lacaille, F.; Lachaux, A.; Lainka, E.; Loomes, K. M.; Mack, C. L.; Mattsson, J. P.; Mckiernan, P.; Ni, Q. H.; Özen, H.; Rajwal, S. R.; Roquelaure, B.; Shteyer, E.; Sokal, E.; Sokol, R. J.; Soufi, N.; Sturm, E.; Tessier, M. E.; van der Woerd, W. L.; Verkade, H. J.; Vittorio, J. M.; Wallefors, T.; Warholic, N.; Yu, Q. F.; Horn, P.; Kjems, L. JHEP Rep. 2023, 5, 100782.
[28]	Baumann, U.; Sturm, E.; Lacaille, F.; Gonzalès, E.; Arnell, H.; Fischler, B.; Jorgensen, M. H.; Thompson, R. J.; Mattsson, J. P.; Ekelund, M.; Lindström, E.; Gillberg, P. G.; Torfgård, K.; Soni, P. N. Clin. Res. Hepatol. Gas. 2021, 45, 101751.
[29]	Prakash, C.; Mangus, H.; Yan, Y.; Yang, H.; Iyer, V. CTS-Clin. Transl. Sci. 2023, 16, 2021.
[30]	Hotta, K.; Otake, Y.; Yamaguchi, D.; Shimodate, Y.; Hanabata, N.; Ikematsu, H.; Yabuuchi, Y.; Sano, Y.; Shimoda, R.; Sugimoto, S.; Oba, M.; Takamaru, H.; Kimura, K.; Kishida, Y.; Takada, K.; Ito, S.; Imai, K.; Hosotani, K.; Murano, T.; Yamada, M.; Shinmura, K.; Takezawa, R.; Tomonaga, M.; Saito, Y. BMC Gastroenterol. 2024, 24, 61.
[31]	(a) McInturff, E. L.; France, S. P.; Leverett, C. A.; Flick, A. C.; Lindsey, E. A.; Berritt, S.; Carney, D. W.; DeForest, J. C.; Ding, H. X.; Fink, S. J.; Gibson, T. S.; Gray, K.; Hubbell, A. K.; Johnson, A. M.; Liu, Y. Y.; Mahapatra, S.; McAlpine, I. J.; Watson, R. B.; O'Donnell, C. J. J. Med. Chem. 2023, 66, 10150. doi: 10.1021/acs.jmedchem.3c00501 pmid: 37528515
	(b) Starke, I.; Dahlstrom, M. U. J.; Blomberg, D.; AlenfalkL, S.; Skjaret, T.; Lemurell, M. WO 2002GB04033, 2002. pmid: 37528515
	(c) Gilllberg, P. G.; Mattsson, J.; Starke, I.; Kulkarni, S. S. PCT/ EP2020/052942, 2020. pmid: 37528515
[32]	Park, Y. J.; Shin, H. H.; Kim, Y. H. Chem. Lett. 1992, 21, 1483.
[33]	Prakash, G. K. S.; Mathew, T.; Panja, C.; Olah, G. A. J. Org. Chem. 2007, 72, 5847. pmid: 17585828
[34]	Sokol, R. J.; Gonzales, E. M.; Kamath, B. M.; Baker, A.; Vig, P.; Mogul, D. B.; Garner, W.; Hansen, B. E.; Jacquemin, E.; Thompson, R. J. L. Hepatology 2023, 78, 1698.
[35]	Gonzales, E.; Hardikar, W.; Stormon, M.; Baker, A.; Hierro, L.; Gliwicz, D.; Lacaille, F.; Lachaux, A.; Sturm, E.; Setchell, K. D. R.; Kennedy, C.; Dorenbaum, A.; Steinmetz, J.; Desai, N. K.; Wardle, A. J.; Garner, W.; Vig, P.; Jaecklin, T.; Sokal, E. M.; Jacquemin, E. Lancet 2021, 398, 1581.
[36]	Garcia, A.; Hsu, E.; Lin, H. C. JPGN Rep. 2023, 4, e335.
[37]	Bowlus, C. L.; Eksteen, B.; Cheung, A. C.; Thorburn, D.; Moylan, C. A.; Pockros, P. J.; Forman, L. M.; Dorenbaum, A.; Hirschfield, G. M.; Kennedy, C.; Jaecklin, T.; McKibben, A.; Chien, E. L. E.; Baek, M.; Vig, P.; Levy, C. Hepatol. Commun. 2023, 7, e0153.
[38]	Mudipalli, P. S.; Pozzo, M. J.; Park, J. M. WO 2003022804, 2003.
[39]	(a) Hamal, K. B.; Pavlich, C. I.; Carlson, G. J.; Wong, Y. C.; Zhao, F. Z.; Zhang, Q.; Klausmeyer, K. K.; Pinney, K. G. Tetrahedron Lett. 2023, 128, 154691.
	(b) Sato, Y.; Yoshizato, T.; Shiraishi, Y.; Maekawa, S.; Okuno, Y.; Kamura, T.; Shimamura, T.; Sato-Otsubo, A.; Nagae, G.; Suzuki, H.; Nagata, Y.; Yoshida, K.; Kon, A.; Suzuki, Y.; Chiba, K.; Tanaka, H.; Niida, A.; Fujimoto, A.; Tsunoda, T.; Morikawa, T.; Maeda, D.; Kume, H.; Sugano, S.; Fukayama, M.; Aburatani, H.; Sanada, M.; Miyano, S.; Homma, Y.; Ogawa, S. Nat. Genet. 2013, 45, 860.
[40]	Coffey, N. J.; Simon, M. C. Nat. Rev. Nephrol. 2024, DOI: 10.1038/s41581-023-00800-2.
[41]	Deeks, E. D. Drugs 2021, 81, 1921. doi: 10.1007/s40265-021-01606-x pmid: 34613603
[42]	Bensalah, K.; Khene, Z. E.; Massard, C. Eur. Urol. 2022, 81, 545.
[43]	Jonasch, E.; Donskov, F.; Iliopoulos, O.; Rathmell, W. K; Narayan, V. K.; Maughan, B. L.; Oudard, S.; Else, T.; Maranchie, J. K.; Welsh, S. J.; Thamake, S.; Park, E. K.; Perini, R. F.; Linehan, W. M.; Srinivasan, R. New Engl. J. Med. 2021, 385, 2036.
[44]	Choi, W. W.; Boland, J. L.; Kalola, A.; Lin, J. Curr. Oncol. Rep. 2023, 25, 123.
[45]	Jonasch, E.; Bauer, T. M.; Papadopoulos, K. P.; Plimack, E.R.; Merchan, J. R.; McDermott, D. F.; Michaelson, M. D.; Appleman, L. J.; Roy, A.; Liu, Y. F.; Perini, R. F.; Choueiri, T. J. Clin. Oncol. 2022, 40, 4509.
[46]	Pirnot, M.; Stone, K.; Wright, T. J.; Lamberto, D. J.; Schoell, J. C.; Lam, Y. H.; Zawatzky, K.; Wang, X.; Dalby, S. M.; Fine, A. J.; McMullen, J. P. Org. Process Res. Dev. 2022, 26, 551.
[47]	Peng, F.; Tan, L.; Chen, L.; Dalby, S. M.; DiRocco, D. A.; Duan, J. J.; Feng, M. Y.; Gong, G.; Guo, H. H.; Hethcox, J. C.; Jin, L.; Johnson, H. C.; Kim, J. C.; Le, D. N.; Lin, Y. P.; Liu, W. J.; Shen, J.; Wan, Y. M.; Xiao, C. Q.; Xiang, B. P.; Xiang, Q.; Xu, J.; Yan, L. L.; Yang, W. Y.; Ye, H. L.; Yu, Y. P.; Zhang, J. Org. Process Res. Dev. 2022, 26, 508.
[48]	Ji, Y. N.; Bottecchia, C.; Lévesque, F.; Narsimhan, K.; Lehnherr, D.; McMullen, J. P.; Dalby, S. M.; Xiao, K. J.; Reibarkh, M. J. Org. Chem. 2022, 87, 2055.
[49]	Bottecchia, C.; Lévesque, F.; McMullen, J.P.; Ji, Y. N.; Reibarkh, M.; Peng, F.; Tan, L. S.; Spencer, G.; Nappi, J.; Lehnherr, D.; Narsimhan, K.; Wismer, M. K.; Chen, L. K.; Lin, Y. P.; Dalby, S. M. Org. Process Res. Dev. 2022, 26, 516.
[50]	Chen, Z.; Salehi Marzijarani, N.; Quirie, S.; Pirrone, G. F.; Dalby, S. M.; Wang, T.; Kim, J.; Peng, F.; Fine, A. J. Org. Process Res. Dev. 2022, 26, 525.
[51]	Marzijarani, N. S.; Fine, A. J.; Dalby, S. M.; Gangam, R.; Poudyal, S.; Behre, T.; Ekkati, A. R.; Armstrong, B. M.; Shultz, C. S.; Dance, Z. E. X.; Stone, K. Org. Process Res. Dev. 2022, 26, 533.
[52]	Wang, T.; Phillips, E. M; Dalby, S. M.; Sirota, E.; Axnanda, S.; Shultz, C. S.; Patel, P.; Waldman, J. H.; Alwedi, E.; Wang, X.; Zawatzky, K.; Chow, M.; Padivitage, N.; Weisel, M.; Whittington, M.; Duan, J. J.; Lu, T. T. Org. Process Res. Dev. 2022, 26, 543.
[53]	Dixon, D. D.; Stengel, P. J.; Wang, B. WO 2016145236, 2016.
[54]	Xu, R.; Wang, K.; Rizzi, J. P.; Huang, H. L.; Grina, J. A.; Schlachter, S. T.; Wang, B.; Wehn, P. M.; Yang, H. B.; Dixon, D. D.; Czerwinski, R. M.; Du, X. L.; Ged, E. L.; Han, G. Z.; Tan, H. L.; Wong, T.; Xie, S. H.; Josey, J. A.; Wallace, E. M. J. Med. Chem. 2019, 62, 6876.
[55]	Wehn, P. M.; Rizzi, J. P.; Dixon, D. D.; Grina, J. A.; Schlachter, S. T.; Wang, B.; Xu, R.; Yang, H. B.; Du, X. L.; Han, G. Z.; Wang, K. S.; Cao, Z. D.; Cheng, T. L.; Czerwinski, R. M.; Goggin, B. S.; Huang, H. L.; Halfmann, M. M.; Maddie, M. A.; Morton, E. L.; Olive, S. R.; Tan, H. L.; Xie, S. H.; Wong, T.; Josey, J. A.; Wallace, E. M. J. Med. Chem. 2018, 61, 9691.
[56]	Deeks, E. D.; Duggan, S. Drugs 2021, 81, 2149. doi: 10.1007/s40265-021-01638-3 pmid: 34807428
[57]	(a) Silverberg, J. I.; Simpson, E. L.; Thyssen, J. P.; Gooderham, M.; Chan, G.; Feeney, C.; Biswas, P.; Valdez, H.; DiBonaventura, M.; Nduaka, C.; Rojo, R. JAMA Dermatol. 2020, 156, 863. doi: 10.1001/jamadermatol.2020.1406 pmid: 34406366
	(b) Simpson, E. L.; Sinclair, R.; Forman, S.; Wollenberg, A.; Aschoff, R.; Cork, M.; Bieber, T.; Thyssen, J. P.; Yosipovitch, G.; Flohr, C.; Magnolo, N.; Maari, C.; Feeney, C.; Biswas, P.; Tatulych, S.; Valdez, H.; Rojo, R. Lancet 2020, 296, 255. pmid: 34406366
	(c) Blauvelt, A.; Silverberg, J. I.; Lynde, C. W.; Bieber, T.; Eisman, S.; Zdybski, J.; Gubelin, W.; Simpson, E. L.; Valenzuela, F.; Criado, P. R.; Lebwohl, M. G.; Feeney, C.; Khan, T.; Biswas, P.; DiBonaventura, M.; Valdez, H.; Cameron, M. C.; Rojo, R. J. Am. Acad. Dermatol. 2022, 86, 104. pmid: 34406366
	(d) Eichenfield, L. F.; Flohr, C.; Sidbury, R.; Siegfried, E.; Szalai, Z.; Galus, R.; Yao, Z. R.; Takahashi, H.; Barbarot, S.; Feeney, C.; Zhang, F.; DiBonaventura, M.; Rojo, R.; Valdez, H.; Chan, G. JAMA Dermatol. 2021, 157, 1165. doi: 10.1001/jamadermatol.2021.2830 pmid: 34406366
	(e) Shi, V. Y.; Bhutani, T.; Fonacier, L.; Deleuran, M.; Shumack, S.; Valdez, H.; Zhang, F.; Chan, G. L.; Cameron, M. C.; Yin, N. C. J. Am. Acad. Dermatol. 2022, 87, 351. pmid: 34406366
	(f) Simpson, E. L.; Wollenberg, A.; Bissonnette, R.; Silverberg, J. I.; Papacharalambous, J.; Zhu, L. D.; Zhang, W. D.; Beebe, J. S.; Vincent, M.; Peeva, E.; Bushmakin, A. G.; Cappelleri, J. C.; Chen, L. D.; Sikirica, V.; Xenakis, J. Dermatitis 2021, 32, S53. pmid: 34406366
	(g) Reich, K.; Thyssen, J. P.; Blauvelt, A.; Eyerich, K.; Soong, W.; Rice, Z. P.; Hong, H. C. H.; Katoh, N.; Valenzuela, F.; DiBonaventura, M.; Bratt, T. A.; Zhang, F.; Clibborn, C.; Rojo, R.; Valdez, H.; Kerkmann, U. Lancet 2022, 400, 273. pmid: 34406366
[58]	Gooderham, M. J.; Forman, S. B.; Bissonnette, R.; Beebe, J. S.; Zhang, W. D.; Banfield, C.; Zhu, L. D.; Papacharalambous, J.; Vincent, M. S.; Peeva, E. JAMA Dermatol. 2019, 155, 1371. doi: 10.1001/jamadermatol.2019.2855 pmid: 31577341
[59]	Perche, P. O.; Cook, M. K.; Feldman, S. R. Ann. Pharmacother. 2023, 57, 86.
[60]	Grajales, D. B.; Sewdat, N.; Leo, R.; Kar, S. Med. Drug Discovery 2023, 20, 100161.
[61]	De, S. K. Curr. Med. Chem. 2023, 30, 4278.
[62]	Quezado, Z. M. N.; Kamimura, S.; Smith, M.; Wang, X. D.; Heaven, M. R.; Jana, S.; Vogel, S.; Zerfas, P.; Combs, C. A.; Almeida, L. E. F.; Li, Q.; Quezado, M.; Horkayne-Szakaly, I.; Kosinski, P. A.; Yu, S. X.; Kapadnis, U.; Kung, C.; Dang, L.; Wakim, P.; Eaton, W. A.; Alayash, A. I.; Thein, S. L. Blood Cells Mol. Dis. 2022, 95, 102660.
[63]	Al-Samkari, H.; van Beers, E. J. Ther. Adv. Hematol. 2021, 12, 20406207211066070.
[64]	Matte, A.; Federti, E.; Kung, C.; Kosinski, P. A.; Narayanaswamy, R.; Russo, R.; Federico, G.; Carlomagno, F.; Desbats, M. A.; Salviati, L.; Leboeuf, C.; Valenti, M. T.; Turrini, F.; Janin, A.; Yu, S. X.; Beneduce, E.; Ronseaux, S.; Iatcenko, I.; Dang, L.; Ganz, T.; Jung, C. L.; Iolascon, A.; Brugnara, C.; De Franceschi, L. J. Clin. Invest. 2021, 131, e144206.
[65]	Yang, H.; Merica, E.; Chen, Y.; Cohen, M.; Goldwater, R.; Kosinski, P. A.; Kung, C.; Yuan, Z.; Silverman, L.; Goldwasser, M.; Silver, B. A; Agresta, S.; Barbier, A. J. Clin. Pharm. Drug Dev. 2019, 8, 246. doi: 10.1002/cpdd.604 pmid: 30091852
[66]	Grace, R. F.; Rose, C.; Layton, D. M.; Galactéros, F.; Barcellini, W.; Morton, D. H.; van Beers, E. J.; Yaish, H.; Ravindranath, Y.; Kuo, K. H. M.; Sheth, S.; Kwiatkowski, J. L.; Barbier, A. J.; Bodie, S.; Silver, B.; Hua, L.; Kung, C.; Hawkins, P.; Jouvin, M. H.; Bowden, C.; Glader, B. New Engl. J. Med. 2019, 381, 933.
[67]	Glenthoj, A.; van Beers, E. J.; Al-Samkari, H.; Viprakasit, V.; Kuo, K. H. M.; Galactéros, F.; Chonat, S.; Porter, J.; Zagadailov, E.; Xu, R. Y.; Oluyadi, A.; Hawkins, P.; Gheuens, S.; Beynon, V.; Barcellini, W. Lancet Haematol. 2022, 9, E724.
[68]	(a) Surya, K. D. Curr. Med. Chem. 2024, 31, 683.
	(b) Sizemore, J.; Guo, L.; Mirmehrabi, M.; Su, Y. WO 2019104134, 2019.
[69]	Onge, E. S.; Phillips, B. J. Pharm. Technol. 2023, 39, 139.
[70]	Caravez, J. C.; Wong, M. J.; Kavthe, R. D.; Takale, B. S.; Lipshutz, B. H. ACS Catal. 2023, 13, 12383.
[71]	Lashen, S. A.; Shamseya, M. M.; Shamseya, A. M.; Hablass, F. H. J. Clin. Exp. Hepatol. 2023, 13, 962.
[72]	Scott, D. R.; Munson, K. B.; Marcus, E. A.; Lambrecht, N. W. G.; Sachs, G. Aliment. Pharm. Ther. 2015, 42, 1315. doi: 10.1111/apt.13414 pmid: 26423447
[73]	Wong, N.; Reddy, A.; Patel, A. Gastroenterol. Hepatol. (NY) 2022, 18, 693.
[74]	Yamashita, H.; Kanamori, A.; Kano, C.; Hashimura, H.; Hashimura, H.; Matsumoto, K.; Tsujimae, M.; Yoshizaki, T.; Momose, K.; Obata, D.; Eguchi, T.; Fujita, M.; Okada, A. Digestion 2017, 96, 52. doi: 10.1159/000478255 pmid: 28662503
[75]	Suzuki, T.; Kagami, T.; Uotani, T.; Yamade, M.; Hamaya, Y.; Iwaizumi, M.; Osawa, S.; Sugimoto, K.; Miyajima, H.; Furuta, T. Eur. J. Clin. Pharmacol. 2018, 74, 45.
[76]	Goto, C.; Okimoto, K.; Matsusaka, K.; Matsumura, T.; Akizue, N.; Ohta, Y.; Taida, T.; Saito, K.; Kato, J.; Kato, N. Clin. J. Gastroenterol. 2023, 16, 159.
[77]	Huang, J.-M.; Lin, Y. Turk. J. Gastroenterol. 2023, 34, 221.
[78]	(a) Masahiro, K.; Atsushi, H.; Haruyuki, N. WO 2007026916, 2014.
	(b) Tomomi, I.; Hideya, M.; Toshiaki, N.; Misayo, S.; Naohiro, F.; Takeshi, Y. WO 2010098351, 2010.
[79]	Agarwal, A. K.; Roy-Chaudhury, P.; Mounts, P.; Hurlburt, E.; Pfaffle, A.; Poggio, E. C. Clin. J. Am. Soc. Nephro. 2023, 18, 1446. doi: 10.2215/CJN.0000000000000278 pmid: 37678222
[80]	Wang, Y.-T.; Yang, P.-C.; Zhang, Y.-F.; Sun, J.-F. Eur. J. Med. Chem. 2024, 265, 116124
[81]	(a) Linder, M. M.; Götz, J.; Ott, W.; Wesch, G. Langenbeck. Arch. Surg. 1979, 350, 103. pmid: 15173956
	(b) Gorman, S.; McCafferty, D.; Woolfson, A.; Jones, D. J. Appl. Microbiol. 1987, 62, 315. pmid: 15173956
	(c) Redmond, H. P.; Leahy, A. L.; Carey, J. A.; Darzi, A.; Maxwell, B.; Keane, F. B. V.; Tanner, W. A. J. Surg. Res. 1994, 56, 256. pmid: 15173956
	(d) Darnowski, J. W.; Goulette, F. A.; Cousens, L. P.; Chatterjee, D.; Calabresi, P. Cancer Chemoth. Pharm. 2004, 54, 249. pmid: 15173956
[82]	Juan-Torres, A.; Harbarth, S. Int. J. Antimicrob. Ag. 2007, 30, S80.
[83]	Chromik, A. M.; Hahn, S. A; Daigeler, A.; Flier, A.; Bulut, D.; May, C.; Harati, K.; Roschinsky, J.; Sülberg, D.; Weyhe, D.; Mittelkötter, U.; Uhl, W. BMC Cancer 2010, 10, 595. doi: 10.1186/1471-2407-10-595 pmid: 21034493
[84]	Neary, P. M.; Hallihan, P.; Wang, J.-H.; Pfirrmann, R. W.; Bouchier-Hayes, D. J.; Redmond, H. P. Ann. Surg. Oncol. 2010, 17, 1135.
[85]	Byer, B.; Schlein, L. J.; Barbara, R.; Bernard, S. Can. J. Vet. Res. 2020, 84, 115.
[86]	(a) Dieter, H.; Bernd, M. WO 2011107283, 2011.
	(b) Huang, Z. Y.; Zhang, N.; Zuo, H. W.; Zeng, X. Q.; Liu, H. Chin. J. Org. Chem. 2022, 42, 2947 (in Chinese).
	(黄志友, 张宁, 左涵文, 曾旭祺, 刘涵, 有机化学, 2022, 42, 2947.) doi: 10.6023/cjoc202206040
[87]	Berrios, R. M. PCT/US 2023/018606, 2023.
[88]	Syed, Y. Y. Drugs 2023, 83, 563.
[89]	Trachtman, H.; Hogan, J. J.; Tesar, V.; Komers, R. Drug Future 2020, 45, 79.
[90]	Girndt, M. Inn. Med. 2024, 65, 407.
[91]	Rheault, M. N.; Alpers, C. E.; Barratt, J.; Bieler, S, ; Canetta, P.; Chae, D. W.; Coppock, G.; Diva, U.; Gesualdo, L.; Heerspink, H. J. L.; Inrig, J. K.; Kirsztajn, G. M.; Kohan, D.; Komers, R.; Kooienga, L. A.; Lieberman, K.; Mercer, A.; Noronha, I. L.; Perkovic, V.; Radhakrishnan, J.; Rote, W.; Rovin, B.; Tesar, V.; Trimarchi, H.; Tumlin, J.; Wong, M. G.; Trachtman, H. New Engl. J. Med. 2023, 389, 2436.
[92]	Heerspink, H. J. L.; Radhakrishnan, J.; Alpers, C. E.; Barratt, J.; Bieler, S.; Diva, U.; Inrig, J.; Komers, R.; Mercer, A.; Noronha, I. L.; Rheault, M. N.; Rote, W.; Rovin, B.; Trachtman, H.; Trimarchi, H.; Wong, M. G.; Perkovic, V. Lancet 2023, 401, 1584. doi: 10.1016/S0140-6736(23)00569-X pmid: 37015244
[93]	Trachtman, H.; Nelson, P.; Adler, S.; Campbell, K. N.; Chaudhuri, A.; Derebail, V. K.; Gambaro, G.; Gesualdo, L.; Gipson, D. S.; Hogan, J.; Lieberman, K.; Marder, B.; Meyers, K. E.; Mustafa, E.; Radhakrishnan, J.; Srivastava, T.; Stepanians, M.; Tesar, V.; Zhdanova, O.; Komers, R. J. Am. Soc. Nephrol. 2018, 29, 2745. doi: 10.1681/ASN.2018010091 pmid: 30361325
[94]	Komers, R.; Gipson, D. S.; Nelson, P.; Adler, S.; Srivastava, T.; Derebail, V. K.; Meyers, K. E.; Pergola, P.; MacNally, M. E.; Hunt, J. L.; Shih, A.; Trachtman, H. Kidney Int. Rep. 2017, 2, 654. doi: 10.1016/j.ekir.2017.02.019 pmid: 29142983
[95]	Trachtman, H.; Komers, R.; Inrig, J. Expert Opin. Emerging Drugs 2023, 28, 145.
[96]	(a) Murugesan, N.; Gu, Z.-X.; Fadnis, L.; Tellew, J. E.; Baska, R. A. F.; Yang, Y. F.; Beyer, S. M.; Monshizadegan, H.; Dickinson, K. E.; Valentine, M. T.; Humphreys, W. G.; Lan, S. J.; Ewing, W. R.; Carlson, K. E.; Kowala, M. C.; Zahler, R.; Macor, J. E. J. Med. Chem. 2005, 48, 171. pmid: 15634011
	(b) Zhang, J.-K.; Dziewanowska, Z. E.; Belder, R.; Henderson, I.; Bogardus, J. B.; Zhang, Z.-Y. CN 104107176, 2014. pmid: 15634011
[97]	Murugesan, N.; Gu, Z.-X.; Stein, P. D.; Bisaha, S.; Spergel, S.; Girotra, R.; Lee, V. G.; Lloyd, J.; Misra, R. N.; Schmidt, J.; Mathur, A.; Stratton, L.; Kelly, Y. F.; Bird, E.; Waldron, T.; Liu, E. C.-K.; Zhang, R.; Lee, H.; Serafino, R.; Abboa-Offei, B.; Mathers, P.; Giancarli, M.; Seymour, A. A.; Webb, M. L.; Moreland, S.; Barrish, J. C.; Hunt, J. T. J. Med. Chem. 1998, 41, 5198. pmid: 9857090
[98]	Charles, O.; Zhang, X.-P.; Sy Sherwin, K. B. Drug Discovery Today 2023, 28, 103674.
[99]	Yahav, D.; Giske, G. C.; Gramatniece, A.; Abodakpi, H.; Tam, H. V.; Leibovici, L. Clin. Microbiol. Rev. 2020, 34, e00115-20.
[100]	Kaye, K. S.; Shorr, A. F.; Wunderin, R. G.; Du, B.; Poire, G. E.; Rana, K.; Miller, A.; Lewis, D.; O'Donnell, J.; Chen, L.; Reinhart, H.; Srinivasan, S.; Isaacs, R.; Altarac, D. Lancet Infect. Dis. 2023, 23, 1072.
[101]	Giuliano, S.; Sbran, F.; Tascini, C. Lancet Infect. Dis. 2023, 23, E274.
[102]	Rafailidis, P. I.; Ioannidou, E. N.; Falagas, M. E. Drugs 2007, 67, 1829. doi: 10.2165/00003495-200767130-00003 pmid: 17722953
[103]	Perez, F.; Hujer, A. M.; Hujer, K. M.; Decker, B. K.; Rather, P. N.; Bonomo, R. A. Antimicrob. Agents Ch. 2007, 51, 3471.
[104]	Choi, J. Y.; Kim, C. O.; Park, Y. S.; Yoon, H. J.; Shin, S. Y.; Kim, Y. K.; Kim, M. S.; Kim, Y. A.; Song, Y. G.; Yong, D.; Lee, K.; Kim, J. M. Yonsei Med. J. 2006, 47, 63. doi: 10.3349/ymj.2006.47.1.63 pmid: 16502486
[105]	Lomovskaya, O.; Sun, D. X.; Rubio-Aparicio, D.; Nelson, K.; Tsivkovski, R.; Griffith, D. C.; Dudley, M. N. Antimicrob. Agents Chemother. 2017, 61, e01443-17.
[106]	Hamrick, J. C.; Docquier, J. D.; Uehara, T.; Myers, C. L.; Six, D. A.; Chatwin, C. L.; John, K. J.; Vernacchio, S. F.; Cusick, S. M.; Trout, R. E. L.; Pozzi, C.; De Luca, F.; Benvenuti, M.; Mangani, S.; Liu, B.; Jackson, R. W.; Moeck, G.; Xerri, L.; Burns, C. J.; Pevear, D. C.; Daigle, D. M. Antimicrob. Agents Chemother. 2020, 64, e01963-19.
[107]	Sharma, R.; Park, T. E.; Moy, S. Clin. Ther. 2016, 38, 431.
[108]	Lee, Y. R.; McMahan, D.; McCall, C.; Perry, G. K. Drugs 2015, 75, 2097.
[109]	Zhanel, G. G.; Lawson, C. D.; Adam, H.; Schweizer, F. Drugs 2013, 73, 159.
[110]	Zhanel, G. G.; Lawrence, C. K.; Adam, H.; Schweizer, F.; Zele- nitsky, S.; Zhanel, M.; Lagacé-Wiens, P. R. S.; Walkty, A.; Denisuik, A.; Golden, A.; Gin, A. S.; Hoban, D. J.; Lynch, J. P.; Karlowsky, J. A. Drugs 2018, 78, 65.
[111]	De Oliveira, D. M. P.; Forde, B. M.; Kidd, T. J.; Harris, P. N. A.; Schembri, M. A.; Beatson, S. A.; Paterson, D. L.; Walker, M. J. Clin. Microbiol. Rev. 2020, 33, e00181-19.
[112]	Soder, H. S.; Rhomberg, P. R.; Flamm, R. K.; Jones, R. N.; Castanheira, M. J. Antimicrob. Chemother.. 2017, 72, 1696.
[113]	Bernhard, F.; Odedra, R.; Sordello, S.; Cardin, R.; Franzoni, S.; Charrier, C.; Belley, A.; Warn, P.; Machacek, M.; Knechtle, P. Antimicrob. Agents Chemother. 2020, 64, e00078-20.
[114]	Song, Z.-M.; Liu, W.; Yang, J.; Sun, Y. J. Med. Chem. 2004, 14, 180.
[115]	O'Donnell, J.; Tanudra, A.; Chen, A. P.; Miller, A. A.; Mcleod, S. M.; Tommasi, R. Antimicrob. Agents Chemother. 2024, 68, DOI: 10.1128/ aac.00312-23
[116]	Durand-Réville, T. F.; Guler, S.; Comita-Prevoir, J.; Chen, B.; Bifulco, N.; Huynh, H.; Lahiri, S.; Shapiro, A. B.; McLeod, S. M.; Carter, N. M.; Moussa, S. H.; Velez-Vega, C.; Olivier, N. B.; McLaughlin, R.; Gao, N.; Thresher, J.; Palmer, T.; Andrews, B.; Giacobbe, R. A.; Newman, J. V.; Ehmann, D. E.; de Jonge, B.; O'Donnell, J.; Mueller, J. P.; Tommasi, R. A.; Miller, A. A. Nat. Microbiol. 2017, 2, 17104. doi: 10.1038/nmicrobiol.2017.104 pmid: 28665414
[117]	Shapiro, A. B.; Moussa, S. H.; McLeod, S. M.; Durand-Réville, T.; Miller, A. A. Front. Microbiol. 2021, 12, 709974.
[118]	Lickliter, J. D.; Lawrence, K.; O'Donnell, J.; Isaacs, R. Antimicrob. Agents Chemother. 2020, 64, e00071-20.
[119]	O’Donnell, J.; Maloney, K.; Steidler, M.; Morrison, R.; Isaacs, R. CTS-Clin. Transl. Sci. 2021, 14, 1423.
[120]	Iyer, R.; Moussa, S.H.; Durand-Réville, T. F. ACS Infect. Dis. 2018, 4, 373.
[121]	Seifert, H.; Müller, C.; Stefanik, D.; Higgins, P. G.; Miller, A.; Kresken, M. ; J. Antimicrob. Chemother. 2020, 75, 2616. doi: 10.1093/jac/dkaa208 pmid: 32516359
[122]	Fouad, A.; Nicolau, D. P.; Gill, C. M. J. Antimicrob. Chemother. 2023, 78, 2801.
[123]	(a) Howard, A.; O'Donoghue, M.; Feeney, A.; Sleator, R. D. Virulence 2012, 3, 243. doi: 10.4161/viru.19700 pmid: 22546906
	(b) Isler, B.; Doi, Y.; Bonomo, R. A.; Paterson, D. L. Antimicrob. Agents Chemother. 2018, 63, e01110. pmid: 22546906
	(c) Mancuso, G.; Midiri, A.; Gerace, E.; Biondo, C. Pathogens 2021, 10, 1310. pmid: 22546906
[124]	Zasowski, E. J.; Bassetti, M.; Blasi, F.; Goossens, H.; Rello, J.; Sotgiu, G.; Tavoschi, L.; Arber, M. R.; McCool, R.; Patterson, J. V.; Longshaw, C. M.; Lopes, S.; Manissero, D.; Nguyen, S. T.; Tone, K.; Aliberti, S. Chest 2020, 158, 929. doi: S0012-3692(20)31497-5 pmid: 32446623
[125]	Sagan, O.; Yakubsevitch, R.; Yanev, K.; Fomkin, R.; Stone, E.; Hines, D.; O'Donnell, J.; Miller, A.; Isaacs, R.; Srinivasan, S. Antimicrob. Agents Chemother. 2020, 64, e01506.
[126]	González-Bello, C.; Rodríguez, D.; Pernas, M.; Rodríguez, A.; Colchón, E. J. Med. Chem. 2020, 63, 1859. doi: 10.1021/acs.jmedchem.9b01279 pmid: 31663735
[127]	Peilleron, L.; Cariou, K. Org. Biomol. Chem. 2020, 18, 830. doi: 10.1039/c9ob02605c pmid: 31956877

2021至2023年食品药品监督管理局(FDA)认证的含硫酰基药物

Sulfuryl Group-Involved Drugs Approved by the Food and Drug Administration (FDA) from 2021 to 2023

RichHTML

PDF

Knowledge

Abstract

Cite this article

share this article

Fig. & Tab. 15

References 127

Related Articles 15

Recommended Articles

Metrics

Comments

[1]	Wenwen Chen, Qin Zhang, Songyue Zhang, Fangfang Huang, Xinyin Zhang, Jianfeng Jia. Visible Light Promoted Coupling Reaction of Alkynyl Iodide and Sodium Sulphinate without Photocatalyst [J]. Chinese Journal of Organic Chemistry, 2024, 44(2): 584-592.
[2]	Jiamin Ma, Jiaoxiong Li, Qiansen Meng, Xianghua Zeng. Advances on the Radical Sulfonation of Alkynes [J]. Chinese Journal of Organic Chemistry, 2023, 43(6): 2040-2052.
[3]	Chunyang Liu, Yan Li, Qian Zhang. Copper-Catalyzed Allylic C(sp³)—H Sulfonylation of Cyclic Olefins [J]. Chinese Journal of Organic Chemistry, 2023, 43(3): 1091-1101.
[4]	Li Xu, Lanlan Lü, Xiangshan Wang. Copper-Catalyzed Synthesis of β-Keto Sulfones from Enol Silyl Ether and Sodium Arylsulfinates [J]. Chinese Journal of Organic Chemistry, 2023, 43(10): 3644-3651.
[5]	Yi Zhou, Zhuojun Li, Minghui Hu, Zhaohua Yan, Sen Lin. Oxidation of Sulfides with SO₂F₂/H₂O₂/Base [J]. Chinese Journal of Organic Chemistry, 2022, 42(5): 1545-1550.
[6]	Yunkui Xiong, Jianye Zhang, Qun Shen, Jiayu Huang, Tao Wang. Electrochemical Coupling of the Sulfonic Acid Sodium and Tertiary Amines for the Synthesis ofβ-Amidovinyl Sulfones [J]. Chinese Journal of Organic Chemistry, 2021, 41(7): 2735-2742.
[7]	Yangyi Yao, Chaoli Ren, Li Chen, Liangkun Zhong, Tianming Xu, Chengxia Tan. Synthesis and Insecticidal Activity of 3-Ethyl Sulfone Pyridine Substituted Aryl Triazole Compounds [J]. Chinese Journal of Organic Chemistry, 2021, 41(5): 2055-2062.
[8]	Na Meng, Qishun Liu, Ruisheng Liu, Yufen Lü, Xiaohui Zhao, Wei Wei. Recent Advances in Arylations and Sulfonylations of Arylazo Sulfones [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4639-4650.
[9]	Li Liu, Hong Xiao, Fuhong Xiao, Yanjun Xie, Huawen Huang, Guojun Deng. Synthesis of β-Ketosulfone from Sodium Sulfinate and Aryl Ethyl Ketone/Indanone [J]. Chinese Journal of Organic Chemistry, 2021, 41(12): 4749-4757.
[10]	Xiang Fang, Wang Wang, Xueyan Yang, Fanhong Wu. A Green Method for the Synthesis of Sulfones from Thioethers [J]. Chinese Journal of Organic Chemistry, 2021, 41(1): 412-417.
[11]	Xu Ronghua, Yang He, Tang Wenjun. Efficient Synthesis of Chiral Drugs Facilated by P-Chiral Phosphorus Ligands [J]. Chinese Journal of Organic Chemistry, 2020, 40(6): 1409-1422.
[12]	Ren Xinfeng, Song Xiaoping, Ma Yingchao, Li Ya. Method for the Synthesis of 1,1-Dichloroalkenes [J]. Chinese Journal of Organic Chemistry, 2020, 40(5): 1388-1393.
[13]	Chen Demao, Sun Yuanyuan, Dong Daoqing, Han Qingqing, Wang Zuli. Visible-Light Induced Sulfonylation of Nitroolefins for the Synthesis of Vinyl Sulfones under Photocatalyst Free Conditions [J]. Chinese Journal of Organic Chemistry, 2020, 40(12): 4267-4273.
[14]	Tao Xuefen, Sheng Rong, Bao Kun, Wang Yuxin, Jin Yinxiu. Progress of Difluoromethyl Heteroaryl Sulfones as Difluoroalkylation Reagents [J]. Chinese Journal of Organic Chemistry, 2019, 39(10): 2726-2734.
[15]	Chen Zhen, Guo Kang, Chen Rongshun, Gu Chen, Zhou Huating, Zhu Yingguang. Facile Access to β-Ketosulfones via Mn-Mediated Reductive Coupling of α-Bromoketones with Sulfonyl Chlorides [J]. Chin. J. Org. Chem., 2018, 38(4): 963-968.