C,N-环状偶氮次甲基亚胺参与的反应研究进展

doi:10.6023/cjoc202006072

有机化学 ›› 2020, Vol. 40 ›› Issue (11): 3559-3595.DOI: 10.6023/cjoc202006072 上一篇下一篇

所属专题：创刊四十周年专辑

综述与进展

C,N-环状偶氮次甲基亚胺参与的反应研究进展

华庭碧^a,b, 阳青青^a,b, 肖文精^c

a 三峡大学天然产物研究与利用湖北省重点实验室湖北宜昌 443002;
b 三峡大学材料与化工学院无机非金属晶态与能源转换材料重点实验室湖北宜昌 443002;
c 华中师范大学化学学院农药与化学生物学教育部重点实验室武汉 430079

收稿日期:2020-06-30 修回日期:2020-09-04 发布日期:2020-09-16
通讯作者: 阳青青, 肖文精 E-mail:qingqing_yang@ctgu.edu.cn;wxiao@mail.ccnu.edu.cn
基金资助:
国家自然科学基金（No.21702121）、三峡大学天然产物研究与利用湖北重点实验室开放基金（No.NPRD-2018010）、三峡大学学位论文培优基金和高等学校学科创新引智计划（111计划，No.D20015）资助项目.

Recent Developments of Reactions with C,N-Cyclic Azomethine Imines

Hua Tingbi^a,b, Yang Qingqing^a,b, Xiao Wengjing^c

a Hubei Key Laboratory of Natural Products Research and Development, China Three Gorges University, Yichang, Hubei 443002;
b Key Laboratory of Inorganic Nonmetallic Crystalline and Energy Conversion Materials, College of Materials and Chemical Engineering, China Three Gorges University, Yichang, hubei 443002;
c Key Laboratory of Pesticide&Chemical Biology, Ministry of Education, College of Chemistry, Central China Normal University, Wuhan 430079

Received:2020-06-30 Revised:2020-09-04 Published:2020-09-16
Supported by:
Project supported by the National Natural Science Foundation of China (No. 21702121), the Open Fund from Hubei Key Laboratory of Natural Products Research and Development (China Three Gorges University) (No. NPRD-2018010), the Research Fund for Excellent Dissertation of China Three Gorges University and the Programme of Introducing Talents of Discipline to Universities (111 Project, No. D20015).

文章分享

摘要/Abstract

在环状偶氮次甲基亚胺类1，3-偶极子中，C，N-环状偶氮次甲基亚胺是使用最广泛的反应试剂，用于结构多样化的四氢异喹啉衍生物的构建.简单综述了C，N-环状偶氮次甲基亚胺参与的反应研究进展，重点介绍[3+2]、[3+3]、[3+4]、[5+1]、[3+1]环加成以及其他反应，并讨论了反应的特点、反应过程及合成应用，最后展望了它的发展前景.

关键词: 1,3-偶极子, 偶氮次甲基亚胺, C,N-环状偶氮次甲基亚胺, 环加成反应, 异喹啉衍生物

Among various 1,3-dipoles of cyclic azomethine imines, C,N-cyclic azomethine imines are the most widely used reagents in the construction of diverse tetrahydroisoquinoline derivatives. The developments of reactions with C,N-cyclic azomethine imines including [3+2], [3+3], [3+4], [5+1], [3+1] cycloaddition reactions and miscellaneous reactions are summarized. The properties of reactions, reaction processes and synthetic applications are discussed. Finally, the prospects of the reaction with this reagent are also proposed.

Key words: 1,3-dipole, azomethine imine, C,N-cyclic azomethine imine, cycloaddition reaction, isoquinoline derivative

引用此文

华庭碧, 阳青青, 肖文精. C,N-环状偶氮次甲基亚胺参与的反应研究进展[J]. 有机化学, 2020, 40(11): 3559-3595.

Hua Tingbi, Yang Qingqing, Xiao Wengjing. Recent Developments of Reactions with C,N-Cyclic Azomethine Imines[J]. Chinese Journal of Organic Chemistry, 2020, 40(11): 3559-3595.

导出引用 EndNote|Reference Manager|ProCite|BibTeX|RefWorks

分享此文

参考文献

[1] (a) Liu, C. J.; Liu, D. Y.; Xiang, L. Acta Pharm. Sin. 2010, 45, 9.
(b) Blay, J.-Y. Eur. J. Clin. Med. Oncol. 2010, 2, 1.
(c) Vincenzi, B.; Napolitano, A.; Frezza, A. M.; Schiavon, G.; Santini, D.; Tonini, G. Pharmacogenomics 2010, 11, 865.
(d) Carter, N. J.; Keam, S. J. Drugs 2010, 70, 355.
[2] (a) Aune, G. J.; Furuta, T.; Pommier, Y. Anti-Cancer Drugs 2002, 13, 545.
(b) Scott, J. D.; Williams, R. M. Chem. Rev. 2002, 102, 1669.
(c) Mujahidin, D.; Doye, S. Eur. J. Org. Chem. 2005, 2005, 2689.
(d) Bentley, K. W. Nat. Prod. Rep. 2006, 23, 444.
(e) Werner, F.; Blank, N.; Opatz, T. Eur. J. Org. Chem. 2007, 2007, 3911.
(f) Reddy, R. J.; Kawai, N.; Uenishi, J. J. Org. Chem. 2012, 77, 11101.
[3] (a) Sekine Y.; Brossi, A. J. Nat. Prod. 1990, 53, 533.
(b) Luk, L. Y. P.; Bunn, S.; Liscombe, D. K.; Facchini, P. J.; Tanner, M. E. Biochemistry 2007, 46, 10153.
(c) Minami, H.; Dubouzet, E.; Iwasa, K.; Sato, F. J. Biol. Chem. 2007, 282, 6274.
[4] (a) Chang, F.-R.; Wu, Y.-C. J. Nat. Prod. 2005, 68, 1056.
(b) Kashiwada, Y.; Aoshima, A.; Ikeshiro, Y.; Chen, Y.-P.; Furukawa, H.; Itoigawa, M.; Fujioka, T.; Mihashi, K.; Cosentino, L. M.; Morris-Natschke, S. L.; Lee, K.-H. Bioorg. Med. Chem. 2005, 13, 443.
[5] (a) Padwa, A.; Danca, M. D. Org. Lett. 2002, 4, 715.
(b) Simpkins, N. S.; Gill, C. D. Org. Lett. 2003, 5, 535
(c) Pérard-Viret, J.; Souquet, F.; Manisse, M.-L.; Royer, J. Tetrahedron Lett. 2010, 51, 96.
[6] (a) Yang, Z.; Liu, C.; Xiang, L.; Zheng, Y. Phytother. Res. 2009, 23, 1032.
[7] (a) Davis, F. A.; Mohanty, P. K. J. Org. Chem. 2002, 67, 1290.
(b) Benmekhbi, L.; Louafi, F.; Roisnel, T.; Hurvois, J.-P. J. Org. Chem. 2016, 81, 6721.
[8] (a) Zou, Y.-Q.; Lu, L.-Q.; Fu, L.; Chang, N.-J.; Rong, J.; Chen, J.-R.; Xiao, W.-J. Angew. Chem., Int. Ed. 2012, 50, 7171.
(b) An, J.; Yang, Q.-Q.; Wang, Q.; Xiao, W.-J. Tetrahedron Lett. 2013, 54, 3834.
(c) Feng, Z.-J.; Xuan, J.; Xia, X.-D.; Ding, W.; Guo, W.; Chen, J.-R.; Zou, Y.-Q.; Lu, L.-Q.; Xiao, W.-J. Org. Biomol. Chem. 2014, 12, 2037.
(d) Feng, Z.-J.; Zeng, T.-T.; Xuan, J.; Liu, Y.-H.; Lu, L.-Q.; Xiao, W.-J. Sci. China:Chem. 2016, 59, 171.
(e) Cheng, X.; Cao, X.; Xuan, J.; Xiao, W.-J. Org. Lett. 2018, 20, 52.
(f) Cheng, X.; Cao, X.; Zhou, S.-J.; Cai, B.-G.; He, X.-K.; Xuan, J. Adv. Synth. Catal. 2019, 361, 1230.
(g) Kaur, P.; Kumar, R. Chem. Heterocycl. Compd. 2020, 56, 422.
[9] (a) Wang, F.; Bai, D.-L. Chin. J. Org. Chem. 2006, 26, 9(in Chinese). (王峰, 白东鲁, 有机化学, 2006, 26, 9.)
(b) Qiu, G. Y. S.; Kuang, Y. Y.; Wu, J. Adv. Synth. Catal. 2014, 356, 3483.
(c) Nájera, C.; Sansano, J. M.; Yus, M. Org. Biomol. Chem. 2015, 13, 8596.
(d) Li, Z. Ph.D. Dissertation, China Agricultural University, Beijing, 2015 (in Chinese). (理珍, 博士论文, 中国农业大学, 北京, 2015.)
(e) Yuan, B.-B.; Li, Y.-N.; Guo, J.-M.; Wang, Q.-L.; Bu, Z.-W. Chem. Res. 2017, 28, 135(in Chinese). (袁贝贝, 李雅宁, 郭娇美, 王琪琳, 卜站伟, 化学研究, 2017, 28, 135.)
(f) Zhang, L. M.S. Thesis, Chongqing University, Chongqing, 2018 (in Chinese). (张龙, 硕士论文, 重庆大学, 重庆, 2018.)
(g) Grošelj, U.; Svete, J.; Al Mamari, H. H.; Požgan, F.; Štefane, B. Chem. Heterocycl. Compd. 2018, 54, 214.
(h) Grošelj, U.; Požgan, F.; Štefane, B.; Svete, J. Synthesis 2018, 50, 4525.
(i) Le, G. Z.; Liu, B. Chin. J. Org. Chem. 2020, 40, 3132(in Chinese). (乐贵洲, 刘波, 有机化学, 2020, 40, 3132.)
[10] (a) Tamura, Y.; Minamikawa, J.-I.; Miki, Y.; Okamoto, Y.; Ikeda, M. Yakugaku Zasshi 1973, 93, 648.
(b) Truce, W. E.; Allison, J. R. J. Org. Chem. 1975, 40, 2260.
[11] Hashimoto, T.; Maeda, Y.; Omote, M.; Nakatsu, H.; Maruoka, K. J. Am. Chem. Soc. 2010, 132, 4076.
[12] Zhou, W.; Chen, P.; Tao, M. N.; Su, X.; Zhao, Q. J.; Zhang, J. L. Chem. Commun. 2016, 52, 7612.
[13] Milosevic, S.; Togni, A. J. Org. Chem. 2013, 78, 9638.
[14] Qurban, S.; Du, Y.; Gong, J.; Lin, S.-X.; Kang, Q. Chem. Commun. 2019, 55, 249.
[15] Afanaseva, K. K.; Efremova, M. M.; Kuznetsova, S. V.; Ivanov, A. V.; Starova, G. L.; Molchanov, A. P. Tetrahedron 2018, 74, 5665.
[16] Ling, L.; Chen, J. Q.; Song, J. H.; Zhang, Y. H.; Li, X. Q.; Song, L. J.; Shi, F.; Li, Y. X.; Wu, C. R. Org. Biomol. Chem. 2013, 11, 3894.
[17] Alcaide, B.; Almendros, P.; Quirs, M. T. Chem.-Eur. J. 2014, 20, 3384.
[18] Li, Z.; Yu, H.; Liu, H. L.; Zhang, L.; Jiang, H.; Wang, B.; Guo, H. C. Chem.-Eur. J. 2014, 20, 1731.
[19] Jia, Q. F.; Chen, L.; Yang, G. M.; Wang, J.; Wei, J.; Du, Z. Y. Tetrahedron Lett. 2015, 56, 7150.
[20] Jing, C. F.; Na, R. S.; Wang, B.; Liu, H. L.; Zhang, L.; Liu, J.; Wang, M.; Zhong, J. C.; Kwon, O.; Guo, H. C. Adv. Synth. Catal. 2012, 354, 1023.
[21] Wang, D.; Lei, Y.; Wei, Y.; Shi, M. Chem.-Eur. J. 2014, 20, 15325.
[22] Li, W. J.; Jia, Q. F.; Du, Z. Y.; Zhang, K.; Wang, J. Chem.-Eur. J. 2014, 20, 4559.
[23] Li, W. J.; Wei, J.; Jia, Q. F.; Du, Z. Y.; Zhang, K.; Wang, J. Chem.-Eur. J. 2014, 20, 6592.
[24] Izquierdo, C.; Esteban, F.; Parra, A.; Alfaro, R.; Alemán, J.; Fraile, A.; García Ruano, J. L. J. Org. Chem. 2014, 79, 10417.
[25] Hesping, L.; Biswas, A.; Daniliuc, C. G.; Mück-Lichtenfeld, C.; Studer, A. Chem. Sci. 2015, 6, 1252.
[26] (a) Li, B.-S.; Wang, Y. H.; Jin, Z. C.; Chi, Y. R. Chem. Sci. 2015, 6, 6008.
(b) Kirmse, W.; Rondan, N. G.; Houk, K. N. J. Am. Chem. Soc. 1984, 106, 7989.
[27] Gao, Z. H.; Chen, X. Y.; Cheng, J. T.; Liao, W. L.; Ye, S. Chem. Commun. 2015, 51, 9328.
[28] Guo, C.; Fleige, M.; Janssen-Müller, D.; Daniliuc, C. G.; Glorius, F. Nat. Chem. 2015, 7, 842.
[29] Zhang, P. F.; Zhou, Y.; Han, X.; Xu, J. Y.; Liu, H. J. Org. Chem. 2018, 83, 3879.
[30] Kobayashi, M.; Kondo, K.; Aoyama, T. Tetrahedron Lett. 2007, 48, 7019.
[31] Liu, X. H.; Wang, Y. J.; Yang, D. X.; Zhang, J. L.; Liu, D. S.; Su, W. Angew. Chem., Int. Ed. 2016, 55, 8100.
[32] Hashimoto, T.; Omote, M.; Maruoka, K. Angew. Chem., Int. Ed. 2011, 50, 3489.
[33] Wang, Y.; Wang, Q.; Zhu, J. P. Chem.-Eur. J. 2016, 22, 8084.
[34] Mousseau, J. J.; Fortier, A.; Charette, A. B. Org. Lett. 2010, 12, 516.
[35] Mousseau, J. J.; Bull, J. A.; Ladd, C. L.; Fortier, A.; Roman, D. S.; Charette, A. B. J. Org. Chem. 2011, 76, 8243.
[36] Zhou, W.; Li, X.-X.; Li, G.-H.; Wu, Y.; Chen, Z. L. Chem. Commun. 2013, 49, 3552.
[37] Mao, B. M.; Xu, Y.; Chen, Y. H.; Dong, J. P.; Zhang, J. Y.; Gu, K. J.; Zheng, B.; Guo, H. C. Org. Lett. 2019, 21, 4424.
[38] Mao, B. M.; Zhang, J. Y.; Xu, Y.; Yan, Z. Y.; Wang, W.; Wu, Y. J.; Sun, C. Q.; Zheng, B.; Guo, H. C. Chem. Commun. 2019, 55, 12841.
[39] Koptelov, Y. B.; Saik, S. P.; Molchanov. A. P. Russ. J. Org. Chem. 2011, 47, 537.
[40] Koptelov, Y. B.; Molchanov, A. P.; Kostikov, R. R. Russ. J. Org. Chem. 2015, 51, 11343.
[41] Kawai, H.; Yuan, Z.; Tokunaga, E.; Shibata, N. Org. Lett. 2012, 14, 5330.
[42] Wang, D.; Deng, H.-P.; Wei, Y.; Xu, Q.; Shi, M. Eur. J. Org. Chem. 2013, 2, 401.
[43] Liu, X. H.; Yang, D. X.; Wang, K. Z.; Zhang, J. L.; Wang, R. Green Chem. 2017, 19, 82.
[44] Hu, F. Z.; Chen, H.; Zhang, M. M.; Yu, S. W.; Xu, X. Y.; Yuan, W. C.; Zhang, X. M. J. Heterocycl. Chem. 2017, 54, 2922.
[45] (a) Hong, L.; Kai, M.; Wu, C.; Sun, W.; Zhu, G.; Li, G.; Yao, X.; Wang, R. Chem. Commun. 2013, 49, 6713.
(b) Yin, C.; Lin, L.; Zhang, D.; Feng, J.; Liu, X.; Feng, X. J. Org. Chem. 2015, 80, 9691.
(c) Lu, Y. L.; Sun, J.; Jiang, Y. H.; Yan, C. G. RSC Adv. 2016, 6, 50471.
[46] Wu, Y. F.; Tian, B.; Hu, C.; Sekine, K.; Rudolph, M.; Rominger, F.; Hashmi, A. S. K. Org. Biomol. Chem. 2019, 17, 5505.
[47] Na, R. S.; Liu, H. L.; Li, Z.; Wang, B.; Liu, J.; Wang, M.-A.; Wang, M.; Zhong, J. C.; Guo, H. C. Tetrahedron 2012, 68, 2349.
[48] Zhang, L.; Jing, C. F.; Liu, H. L.; Wang, B.; Li, Z.; Jiang, H.; Yu, H.; Guo, H. C. Synthesis 2013, 45, 0053.
[49] Li, F. L.; Chen, J. F.; Hou, Y. D.; Li, Y. J.; Wu, X.-Y.; Tong, X. F. Org. Lett. 2015, 17, 5376.
[50] He, L. W. Z.; Liu, L.; Han, R. F.; Zhang, W. W.; Xie, X. G.; She, X. G. Org. Biomol. Chem. 2016, 14, 6757.
[51] Zhao, J. J.; Li, P.; Wu, C. R.; Chen, H. L.; Ai, W. Y.; Sun, R. H.; Ren, H. L.; Larockb, R. C.; Shi, F. Org. Biomol. Chem. 2012, 10, 1922.
[52] Li, Y.-K.; Cui, M.-X.; Sha, F.; Li, Q.; Wu, X.-Y. Org. Biomol. Chem. 2019, 17, 8963.
[53] Zhang, L.; Liu, H. L.; Qiao, G. Y.; Hou, Z. F.; Liu, Y.; Xiao, Y. M.; Guo, H. C. J. Am. Chem. Soc. 2015, 137, 4316.
[54] Li, Z.; Yu, H.; Liu, Y.; Zhou, L. J.; Sun, Z. H.; Guo, H. C. Adv. Synth. Catal. 2016, 358, 1880.
[55] (a) Xia, Y. Z.; Liang, Y.; Chen, Y. Y.; Wang, M.; Jiao, L.; Huang, F.; Liu, S.; Li, Y. H.; Yu, Z. X. J. Am. Chem. Soc. 2007, 129, 3470.
(b) Mercier, E.; Fonovic, B.; Henry, C.; Kwon, O.; Dudding, T. Tetrahedron Lett. 2007, 48, 3617.
(c) Liang, Y.; Liu, S.; Xia, Y. Z.; Li, Y. H.; Yu, Z. X. Chem.-Eur. J. 2008, 14, 4361.
(d) Liang, Y.; Liu, S.; Yu, Z. X. Synlett 2009, 905.
(e) Huang, G.-T.; Lankau, T.; Yu, C.-H. J. Org. Chem. 2014, 79, 1700.
[56] Zhu, C.-Z.; Feng, J.-J.; Zhang, J. L. Chem. Commun. 2017, 53, 4688.
[57] Yu, L.; Zhong, Y.; Yu, J.; Gan, L.; Cai, Z. J.; Wang, R.; Jiang, X. X. Chem. Commun. 2018, 54, 2353.
[58] Zhou, Y.-Y.; Li, J.; Ling, L.; Liao, S.-H.; Sun, X.-L.; Li, Y.-X.; Wang, L.-J.; Tang, Y. Angew. Chem., Int. Ed. 2013, 52, 1452.
[59] Xu, X. F.; Zavalij, P. Y.; Doyle, M. P. Angew. Chem., Int. Ed. 2013, 52, 12664.
[60] Marichev, K. O.; Adly, F. G.; Carranco, A. M.; Garcia, E. C.; Arman, H.; Doyle, M. P. ACS Catal. 2018, 8, 10392.
[61] Wang, K. K.; Li, Y. L.; Wang, Z. Y.; Hu, M. W.; Qiua, T. T.; Zhu, B. K. Org. Biomol. Chem. 2019, 17, 244.
[62] Li, Z.; Yu, H.; Feng, Y. L.; Hou, Z. F.; Zhang, L.; Yang, W. J.; Wu, Y.; Xiao, Y. M.; Guo, H. C. RSC Adv. 2015, 5, 34481.
[63] Wang, Y. F.; Zhu, L. P.; Wang, M. R.; Xiong, J. L.; Chen, N. N.; Feng, X.; Xu, Z. Q.; Jiang, X. X. Org. Lett. 2018, 20, 6506.
[64] (a) Wang, Q.; Li, T.-R.; Liu, L.-Q.; Li, M.-M.; Zhang, K.; Xiao, W.-J. J. Am. Chem. Soc. 2016, 138, 8360.
(b) Li, T.-R.; Wang, Y.-N.; Xiao, W.-J.; Liu, L.-Q. Tetrahedron Lett. 2018, 59, 1521.
[65] Hu, X. Q.; Chen, J. R.; Gao, S.; Feng, B.; Lu, L. Q.; Xiao, W.-J. Chem. Commun. 2013, 49, 7905.
[66] (a) Yang, Q.-Q.; Xiao, C.; Lu, L.-Q.; An, J.; Tan, F.; Li, B.-J.; Xiao, W.-J. Angew. Chem., Int. Ed. 2012, 51, 9137.
(b) Yang, Q.-Q.; Wang, Q.; An, J.; Chen, J.-R.; Lu, L.-Q.; Xiao, W.-J. Chem.-Eur. J. 2013, 19, 8401.
(c) Liu, Y.-Y.; Yu, X.-Y.; Chen, J.-R.; Qiao, M.-M.; Qi, X.; Shi, D.-Q.; Xiao, W.-J. Angew. Chem., Int. Ed. 2017, 56, 9527.
(d) Yang, Q.-Q.; Xiao, W.-J. Eur. J. Org. Chem. 2017, 2017, 233.
(e) Zheng, Y.; Tu, L.; Li, N.; Huang, R.; Feng, T.; Sun, H.; Li, Z.; Liu, J. Adv. Synth. Catal. 2019, 361, 44.
(f) Hua, T.-B.; Yang, Q.-Q.; Zou, Y.-Q. Molecules 2019, 24, 3191.
(g) Hua, T.-B.; Chao, F.; Wang, L.; Yan, C.-Y.; Xiao, C.; Yang, Q.-Q.; Xiao, W.-J. Adv. Synth. Catal. 2020, 362, 2615.
[67] Chen, L.; Yang, G. M.; Wang, J.; Jia, Q. F.; Wei, J.; Du, Z. Y. RSC Adv. 2015, 5, 76696.
[68] Zhi, Y.; Zhao, K.; Shu, T.; Enders, D. Synthesis 2016, 48, 238.
[69] Xu, J. F.; Yuan, S. R.; Peng, J. Y.; Miao, M. Z.; Chen, Z. K.; Ren, H. J. Org. Biomol. Chem. 2017, 15, 7513.
[70] Zheng, P. F.; Zeng, R.; Jiang, K.; Li, H. W.; Ye, Y.; Mu, C.; Shuai, L.; Ouyang, Q.; Chen, Y. C. Org. Lett. 2019, 21, 10052.
[71] Soeta, T.; Tamura, K.; Ukaji, Y. Org. Lett. 2012, 14, 1226.
[72] Soeta, T.; Tamura, K.; Fujinami, S.; Ukaji, Y. Org. Biomol. Chem. 2013, 11, 2168.
[73] Lariveé, A.; Mousseau, J. J.; Charette, A. B. J. Am. Chem. Soc. 2008, 130, 52.
[74] Zhao, Z.-Q.; Zhao, X.-L.; Shi, M.; Zhao, M.-X. J. Org. Chem. 2019, 84, 14487.
[75] Fang, L.; Chen, L. S.; Yu, J. J.; Wang, L. M. Eur. J. Org. Chem. 2015, 2015, 1910.
[76] Hashimoto, T.; Omote, M.; Maruoka, K. Angew. Chem., Int. Ed. 2011, 50, 8952.
[77] Hua, Z. R.; Fang, L.; Wu, S. Y.; Wang, L. M. Eur. J. Org. Chem. 2016, 2016, 4953.
[78] Li, D.; Yang, D. X.; Wang, L. Q.; Liu, X. H.; Wang, K. Z.; Wang, J.; Wang, P. X.; Liu, Y. Y.; Zhu, H. Y.; Wang, R. Chem.-Eur. J. 2017, 23, 6974.
[79] Zhang, D.; Liu, J. W.; Kang, Z. H.; Qiu, H.; Hu, W. H. Org. Biomol. Chem. 2019, 17, 9844.
[80] Hua, T.-B.; Xiao, C.; Yang, Q.-Q.; Chen, J.-R. Chin. Chem. Lett. 2020, 31, 311.
[81] Zhou, Z.-L.; Liu, Y.-L.; Song, J.-L.; Deng, C.-L. Synthesis 2016, 48, 2057.
[82] Sakai, T.; Soeta, T.; Inomata, K.; Ukaji, Y. Bull. Chem. Soc. Jpn. 2012, 85, 231.
[83] (a) Lu, L.-Q.; Li, T.-R.; Wang, Q.; Xiao, W.-J. Chem. Soc. Rev. 2017, 46, 4135.
(b) Chen, J.-R.; Hu, X.-Q.; Lu, L.-Q.; Xiao, W.-J. Chem. Rev. 2015, 115, 5301.
[84] Soeta, T.; Ohgai, T.; Sakai, T.; Fujinami, S.; Ukaji, Y. Org. Lett. 2014, 16, 4854.

C,N-环状偶氮次甲基亚胺参与的反应研究进展

Recent Developments of Reactions with C,N-Cyclic Azomethine Imines

PDF

可视化

摘要/Abstract

引用此文

分享此文

参考文献

相关文章 15

编辑推荐

相关统计

本文评价

[1]	张晓轲, 郑相如, 王朝永. 偶氮次甲基亚胺与氮杂二烯前体的[4+3]环加成反应构建功能化四氮杂䓬衍生物[J]. 有机化学, 2023, 43(9): 3180-3187.
[2]	陈祖良, 魏颖静, 张俊良. 供体-受体氮杂环丙烷碳-碳键断裂的环加成反应研究进展[J]. 有机化学, 2023, 43(9): 3078-3088.
[3]	孔德亮, 戴闻, 赵怡玲, 陈艺林, 朱红平. 脒基胺硼基硅宾与单酮和二酮的氧化环加成反应研究[J]. 有机化学, 2023, 43(5): 1843-1851.
[4]	戴春波, 夏思奇, 陈晓玉, 杨丽敏. 氮杂环卡宾(NHC)催化[4+3]环加成反应构建4-氨基苯并环庚烯内酯[J]. 有机化学, 2023, 43(3): 1084-1090.
[5]	梁俊秀, 刘亚洲, 王阿木, 吴彦超, 马小锋, 李惠静. 基于原位形成的氮杂邻亚甲基苯醌和卤代萘酚的分子间[4＋1]螺环化/去芳香化反应[J]. 有机化学, 2023, 43(11): 3888-3899.
[6]	张维露, 陈绍维, 沈晓. 镍催化苯并硅杂环丁烷与酰基硅烷的[4＋2]环化反应[J]. 有机化学, 2023, 43(10): 3635-3643.
[7]	覃小婷, 邹宁, 农彩梅, 莫冬亮. 九元氮杂环化合物合成最新研究进展[J]. 有机化学, 2023, 43(1): 130-155.
[8]	王君姣, 吕瑜瑜, 尚永伟, 崔振丽, 王克虎, 黄丹凤, 胡雨来. α-羟基酮类化合物参与的反应研究进展[J]. 有机化学, 2022, 42(8): 2300-2321.
[9]	安逸, 张放, 蔡志华, 杜广芬. 碱催化α-氰基-β-甲基烯基(杂)芳基酮苯增环反应合成多取代苯[J]. 有机化学, 2021, 41(9): 3625-3632.
[10]	孙佳兵, 苗涛, 李品华, 王磊. t-BuOK促进的还原脱砜/脱氢反应: 选择性合成2-取代的1,3-共轭二烯及其应用[J]. 有机化学, 2021, 41(8): 3144-3156.
[11]	孙忠文, 张聪聪, 陈丽君, 谢惠定, 柳波, 刘丹丹. 三氟乙基酮亚胺参与的催化不对称反应研究进展[J]. 有机化学, 2021, 41(5): 1789-1803.
[12]	闫强, 范荣, 刘斌斌, 苏帅松, 王勃, 姚团利, 谭嘉靖. 苯炔参与的去芳构化反应研究进展[J]. 有机化学, 2021, 41(2): 455-470.
[13]	邹宁, 覃小婷, 王治新, 石维敏, 莫冬亮. α,β-不饱和硝酮的合成及其应用的研究进展[J]. 有机化学, 2021, 41(12): 4535-4553.
[14]	张建涛, 周鹏, 肖朵朵, 刘卫兵. 1,3,5-三嗪烷合成含氮杂环的反应研究进展[J]. 有机化学, 2021, 41(11): 4154-4166.
[15]	仝明慧, 张欣宇, 王也铭, 王自坤. 碘叶立德的化学反应研究进展[J]. 有机化学, 2021, 41(1): 126-143.