[1] (a) Manteau, B.; Pazenok, S.; Vors, J. P.; Leroux, F. R. J. Fluorine Chem. 2010, 131, 140. (b) Leroux, F.; Jeschke, P.; Schlosser, M. Chem. Rev. 2005, 105, 827. (c) Hansch, C.; Leo, A.; Taft, R. W. Chem. Rev. 1991, 91, 165. (d) Arnott, J. A.; Planey, S. L. Expert Opin. Drug Discovery 2012, 7, 863. (e) Liu, X.; Testa, B.; Fahr, A. Pharm. Res. 2011, 28, 962. [2] (a) Zheng, H.; Huang, Y.; Weng, Z. Tetrahedron Lett. 2016, 57, 1397. (b) Yagupolskii, L. M.; Maletina, I. I.; Petko, K. I.; Fedyuk, D. V.; Handrock, R.; Shavaran, S. S.; Klebanov, B. M.; Herzig, S. J. Fluorine Chem. 2001, 109, 87. [3] For selected reviews on trifluoromethylthiolation, see: (a) Tlili, A.; Billard, T. Angew. Chem. Int. Ed. 2013, 52, 6818. (b) Liu, H.; Jiang, X. Chem. Asian. J. 2013, 8, 2546. (c) Boiko, V. N. Beilstein J. Org. Chem. 2010, 6, 880. [4] For selected reviews on the introduction of SCF3 group, see: (a) Chu, L.; Qing, F. L. Acc. Chem. Res. 2014, 47, 1513. (b) Xu, X. H.; Matsuzaki, K.; Shibata, N. Chem. Rev. 2015, 115, 731. (c) Chachignon, H.; Cahard, D. Chin. J. Chem. 2016, 34, 445. (d) Shao, X.; Xu, C.; Lu, L.; Shen, Q. Acc. Chem. Res. 2015, 48, 1227. (e) Leroux, F.; Jeschke, P.; Schlosser, M. Chem. Rev. 2005, 105, 827. (f) Li, S. S.; Wang, J. B. Acta Chim. Sinica 2018, 76, 913(in Chinese). (李树森, 王剑波, 化学学报, 2018, 76, 913.) [5] (a) Man, E. H.; Coffman, D. D.; Muetterties E. L. J. Am. Chem. Soc. 1959, 81, 3575. (b) Munavalli, S.; Wagner, G. W.; Hashemi, A. B.; Rohrbaugh, D. K.; Durst, H. D. Synth. Commun. 1997, 27, 2847. (c) Tyrra, W.; Naumann, D.; Hoge, B.; Yagupolskii, Y. L. J. Fluorine Chem. 2003, 119, 101. (d) Chen, H.-T.; Huang, Y.; Qing, F. L.; Xu, X. H. Tetrahedron Lett. 2020, 61, 151628. (e) Liu, Y. L.; Qing, F. L.; Xu, X. H. Eur. J. Org. Chem. 2020, 1015. [6] (a) Wang, Q.; Qi, Z.; Xie, F.; Li, X. Adv. Synth. Catal. 2015, 357, 355. (b) Baert, F.; Colomb, J.; Billard, T. Angew. Chem. Int. Ed. 2012, 51, 10382. (c) Shao, X.; Wang, X.; Yang, T.; Lu, L.; Shen, Q. Angew. Chem. Int. Ed. 2013, 52, 3457. (d) Bootwicha, T.; Liu, X.; Pluta, R.; Atodiresei, I.; Rueping, M. Angew. Chem. Int. Ed. 2013, 52, 12856. (e) Zhu, X. Li; Xu, J. H.; Cheng, D. J.; Zhao, L. J.; Liu, X. Y.; Tan, B. Org. Lett. 2014, 16, 2192. (f) Franco, F.; Meninno, S.; Bengalia, M.; Lattanzi, A. Chem. Commun. 2020, 56, 3073. [7] For selected examples, see: (a) Harris, J. F. J. Org. Chem. 1966, 31, 931. (b) Zhu, M.; Li, R.; You, Q.; Fu, W.; Guo, W. Asian J. Org, Chem. 2019, 8, 2002. (c) Hu, J. J.; Huang, Y. G.; Xu, X. H.; Qing, F. L. Chin. J. Org. Chem. 2019, 39, 177(in Chinese). (解晓娟, 张忠, 赵华欣, 万文, 郝健, 有机化学, 2019, 39, 177.) (d) Chen, D.; Ji, M. S.; Yao, Y. M.; Zhu, C. Acta Chim. Sinica 2018, 76, 951(in Chinese). (陈栋, 吉梅山, 姚英明, 朱晨, 化学学报, 2018, 76, 951.) (e) Xiao, Z.; Liu, Y.; Zheng, L.; Liu, C.; Guo, Y.; Chen, Q. Y. J. Org. Chem. 2018, 83, 5836. (f) Pan, S.; Huang, Y.; Xu, X. H.; Qing, F. L. Org. Lett. 2017, 19, 4624. (g) Xiao, Z.; Liu, Y.; Zheng, L.; Zhou, X.; Xie, Y.; Liu, C.; Guo, Y.; Chen, Q. Y. Tetrahedron 2018, 74, 6213. (h) Wu, Hao.; Xiao, Z.; Wu, J.; Guo, Y.; Xiao, J. C.; Liu, C.; Chen, Q. Y. Angew. Chem. Int. Ed. 2015, 54, 4070. (i) Dagousset, G.; Simon, C.; Anselmi, E.; Tuccio, B.; Billard, T.; Magnier, E. Chem.-Eur. J. 2017, 23, 4282. (j) Pan, S.; Li, H.; Huang. Y.; Xu, X. H.; Qing, F. L. Org. Lett. 2017, 19, 3247. (k) Li, H.; Liu, S.; Huang, Y.; Xu, X. H.; Qing, F. L. Chem. Commun. 2017, 53, 10136. [8] (a) Pooput, C.; Medebielle, M.; Dolbier, W. R. Org. Lett. 2004, 6, 301. (b) Pooput, C.; Dolbier, W. R.; Médebielle, M. J. Org. Chem. 2006, 71, 3564. (c) Kieltsch, I.; Eisenberger, P.; Togni, A. Angew. Chem. Int. Ed. 2007, 46, 754. [9] (a) Scherer, O. Angew. Chem. 1939, 52, 457. (b) Saint-Jalmes, L. J. Fluorine Chem. 2006, 127, 85. [10] For selected reviews on direct trifluoromethylthiolations, see: (a) Zhang, K.; Xu, X. H.; Qing, F. L. Chin. J. Org. Chem. 2015, 35, 556(in Chinese). (张柯, 徐修华, 卿凤翎, 有机化学, 2015, 35, 556.) (b) Zhang, P. P.; Lu, L.; Shen, Q. L. Acta Chim. Sinica 2017, 75, 744(in Chinese). (张盼盼, 吕龙, 沈其龙, 化学学报, 2017, 75, 744.) [11] For selected examples, see: (a) Toulgoat, F.; Alazet, S.; Billard, T. Eur. J. Org. Chem. 2014, 2014, 2415. (b) Zhang, M.; Weng, Z. Org. Lett. 2019, 21, 5838. (c) Teverovskiy, G.; Surry, D. S.; Buchwald, S. L. Angew. Chem. Int. Ed. 2011, 50, 7312. (d) Zhang, C.-P.; Vicic, D. J. Am. Chem. Soc. 2012, 134, 183. (e) Chen, C.; Xie, Y.; Chu, L.; Wang, R.-W.; Zhang, X.; Qing, F.-L. Angew. Chem. Int. Ed. 2012, 51, 2492. (f) Zhang, C.-P.; Vicic, D. Chem. Asian J. 2012, 7, 1756. (g) Chen, C.; Chu, L.; Qing, F.-L. J. Am. Chem. Soc. 2012, 134, 12454. (h) Tran, L. D.; Popov, I.; Daugulis, O. J. Am. Chem. Soc. 2012, 134, 18237. (i) Weng, Z.; He, W.; Chen, C.; Lee, R.; Tan, D.; Lai, Z.; Kong, D.; Yuan, Y.; Huang, K.-W. Angew. Chem. Int. Ed. 2013, 52, 1548. (j) Li, S.-G.; Zard, S. Org. Lett. 2013, 15, 5898. (k) Wang, X.; Yang, T.; Cheng, X.; Shen, Q. Angew. Chem. Int. Ed. 2013, 52, 12860. (l) Vinogradova, E. V.; Müller, P.; Buchwald, S. L. Angew. Chem. Int. Ed. 2014, 53, 3125. [12] (a) Adams, D. J.; Goddard, A.; Clark, J. H.; Macquarrie, D. J. Chem. Commun. 2000, 987. (b) Danoun, G.; Bayarmagnai, B.; Grünberg, M.; Gooßen, L. J. Chem. Sci. 2014, 5, 1312. (c) Bertoli, G.; Exner, B.; Evers, M. V.; Tschuilk, K.; Gooben, L. J. J. Fluorine Chem. 2018, 210, 132. (d) Zheng, C.; Liu, Y.; Hong, J.; Huag, S.; Zhang, W.; Yang, Y.; Fang, G.; Tetrahedron Lett. 2019, 60, 1404. [13] Liu, S.; Zeng, X.; Xu, B. Asian J. Org. Chem. 2019, 8, 1372. [14] Modak, A.; Pinter, E. N.; Cook, S. P. J. Am. Chem. Soc. 2019, 141, 18405. [15] (a) Sahani, R. L.; Ye, L. W.; Liu, R. S. Adv. Organomet. Chem. 2020, 73, 195. (b) Xia, Y.; Qiu, D.; Wang, J. B. Chem. Rev. 2017, 117, 13810. (c) Li, L.; Tan, T. D.; Zhang, Y. Q.; Liu, X.; Ye, L. W. Org. Biomol. Chem. 2017, 15, 8483. (d) Davies, P. W.; Garzón, M. Asian J. Org. Chem. 2015, 4, 694. (e) Davies, H. M. L.; Alford, J. S. Chem. Soc. Rev. 2014, 43, 5151. (f) Chattopadhyay, B.; Gevorgyan, V. Angew. Chem. Int. Ed. 2012, 51, 862. [16] For a recent review, see: Khanal, H. D.; Thombal, R. S.; Maezono, S. M. B.; Lee, Y. R. Adv. Synth. Catal. 2018, 360, 3185. [17] (a) Matheis, C.; Krause, T.; Bragoni, V.; Goossen, L. J. Chem.-Eur. J. 2016, 22, 12270. (b) Lefebvre, Q.; Fava, E.; Niko-laienko, P.; Rueping, M. Chem. Commun. 2014, 50, 6617. (c) Wang, X.; Zhou, Y.; Ji, G.; Wu, G.; Li, M.; Zhang, Y.; Wang, J. Eur. J. Org. Chem. 2014, 2014, 3093. (d) Hu, M.; Rong, J.; Miao, W.; Ni, C.; Han, Y.; Hu, J. Org. Lett. 2014, 16, 2030. [18] (a) Lubcke, M.; Yunan, W.; Szabo, K. J. Org. Lett. 2017, 19, 4548. (b) Mai, B. K.; Szabo, K. J.; Himo, F. Org. Lett. 2018, 20, 6646. [19] Lübcke, M.; Bezhan, D.; Szabó, K. J. Chem. Sci. 2019, 10, 5990. [20] (a) Xing, Y. P.; Sheng, G. R.; Wang, J.; Lu, P.; Wang, Y. G. Org. Lett. 2014, 16, 1244. (b) Sheng, G. R.; Huang, K.; Chi, Z. H.; Ding, H. L.; Xing, Y. P.; Lu, P.; Wang, Y. G. Org. Lett. 2014, 16, 5096. [21] For selected examples, see: (a) Ma, F. H.; Qian, J.; Lu, P.; Wang, Y. G. Org. Biomol. Chem. 2018, 16, 439. (b) Wu, L.; Li, Z. M.; Lu, P.; Wang, Y. G. J. Org. Chem. 2018, 83, 13956. (c) Suleman, M.; Li, Z. M.; Lu, P.; Wang, Y. G. Eur. J. Org. chem. 2019, 27, 4447. (d) Sheng, G. R.; Ma, S. C.; Bai, S. L.; Mao, J. M.; Lu, P.; Wang, Y. G. Chem. Commun. 2018, 54, 1529. (e) Ding, H. L.; Bai, S. L.; Lu, P.; Wang, Y. G. Org. Lett. 2017, 19, 4604. (f) Zhou, Y. X.; Li, Z. M.; Ma, F. H.; Zhao, C.; Lu, P.; Wang, Y. G. J. Org. Chem. 2019, 84, 6655. (g) Lang, B.; Zhu, H.; Wang, C.; Lu, P.; Wang, Y. G. Org. Lett. 2017, 19, 1630. (h) Sheng, G. R.; Li, Z. M.; Mao, J. M.; Lu, P.; Wang, Y. G. J. Org. Chem. 2019, 84, 9561. (i) Sheng, G. R.; Huang, K.; Ma, S. C.; Qian, J.; Lu, P.; Wang, Y. G. Chem. Commun. 2015, 51, 11056. [22] CCDC 1997845(3p) contains supplementary crystallographic data for this paper. |