研究亮点

过渡金属催化碳氢键三氟甲基化

  • 潘菲 ,
  • 施章杰
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  • a 北京分子科学国家实验室 北京大学化学与分子工程学院 生物有机与分子工程教育部重点实验室 北京 100871;
    b 中国科学院上海有机化学研究所 金属有机化学国家重点实验室 上海 200032

收稿日期: 2012-07-30

  网络出版日期: 2012-08-15

基金资助

项目受科技部973计划(No. 2009CB825300)和国家自然科学基金(Nos. 20925207, 21002001)资助.

Transition Metal-Catalyzed C—H Trifluoromethylation

  • Pan Fei ,
  • Shi Zhangjie
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  • a Beijing National Laboratory of Molecular Science (BNLMS, Key Laboratory of Bioorganic Chemistry and Molecular Engineering of Ministry of Education, College of Chemistry and Molecular Engineering, Peking University, Beijing 100871, China;
    b State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China

Received date: 2012-07-30

  Online published: 2012-08-15

Supported by

Project supported by the “973” Project from the Ministry of Science and Technology of the People’s Republic of China (No. 2009CB825300) and National Natural Science Foundation of China (Nos. 20925207, 21002001).

摘要

近几年来, 过渡金属催化的碳氢键活化的三氟甲基化反应取得了重要的进展. 该领域的反应主要集中于端炔的sp碳氢键活化三氟甲基化反应、芳烃和杂环的sp2碳氢键活化的三氟甲基化反应以及烯丙基sp3碳氢键活化的三氟甲基化反应. 本文简要介绍了该类反应的特点, 概述了该领域的最新进展、面临的挑战及以后研究发展的重点和方向.

本文引用格式

潘菲 , 施章杰 . 过渡金属催化碳氢键三氟甲基化[J]. 化学学报, 2012 , 70(16) : 1679 -1681 . DOI: 10.6023/A12040135

Abstract

In recent years, transition metal-catalyzed C—H trifluoromethylation has been well developed, which is mainly focused on the terminal alkyne C(sp)—H, aromatic and heterocyclic C(sp2)—H and allylic C(sp3)—H trifluoromethylation. This paper briefly overviews the latest developments in this field, the characteristics of various types of reaction, as well as the facing challenges and future direction.

参考文献

[1] (a) Bott, G.; Field, L. D.; Sternhell, S. J. Am. Chem. Soc. 1980, 102, 5618;   
(b) Curran, D. P. Angew. Chem. Int Ed. 1998, 37, 1174;   
(c) Clark, H. C.; Tsai, J. H. J. Organomet. Chem. 1967, 7, 515.  
[2] (a) Chen, Q.-Y.; Wu, S.-W. J. Chem. Soc. Perk. 1. 1989, 2385;   
(b) Urata, H.; Fuchikami, T. Tetrahedron Lett. 1991, 32, 91;   
(c) Cottet, F.; Schlosser, M. Eur. J. Org. Chem. 2002, 327;
(d) Dubinina, G. G.; Furutachi, H.; Vicic, D. A. J. Am. Chem. Soc. 2008, 130, 8600;
(e) Dubinina, G. G.; Ogikubo, J.; Vicic, D. A. Organometallics 2008, 27, 6233;   
(f) Oishi, M.; Kondo, H. Chem. Commun. 2009, 1909;   
(g) Cho, E. J.; Senecal, T. D.; Kinzel, T.; Zhang, Y.; Watson, D. A.; Buchwald, S. L. Science 2010, 328, 1679.  
[3] (a) Wang, X.; Truesdale, L.; Yu, J.-Q. J. Am. Chem. Soc. 2010, 132, 3648;   
(b) Ye, Y.; Ball, N. D.; Kampf, J. W.; Sanford, M. S. J. Am. Chem. Soc. 2010, 132, 14682.  
[4] (a) Mu, X.; Chen, S.; Zhen, X.; Liu, G.-S. Chem.-Eur. J. 2011, 17, 6039;   
(b) Chu, L.-L.; Qing, F.-L. J. Am. Chem. Soc. 2012, 134, 1298.  
[5] Liu, T.-F.; Shao, X.-X.; Wu, Y.-M.; Shen, Q.-L. Angew. Chem. Int. Ed. 2012, 51, 540.  
[6] Xu, J.; Fu, Y.; Luo, D.-F.; Jiang, Y.-Y.; Xiao, B.; Liu, Z.-J.; Gong, T.-J.; Liu, L. J. Am. Chem. Soc. 2011, 133, 15330.
[7] (a) Parsons, A. T.; Buchwald, S. L. Angew. Chem. Int. Ed. 2011, 50, 9120;   
(b) Wang, X.; Ye, Y.-X.; Zhang, S.-N.; Feng, J.-J.; Xu, Y.; Zhang, Y.; Wang, J.-B. J. Am. Chem. Soc. 2011, 133, 16410.  
[8] (a) Nagib, D. A.; Scott, M. E.; MacMillan, D. W. C. J. Am. Chem. Soc. 2009, 131, 10875;   
(b) Allen, A. E.; MacMillan, D. W. C. J. Am. Chem. Soc. 2010, 132, 4986;   
(c) Pham, P. V.; MacMillan, D. W. C. Angew. Chem. Int. Ed. 2011, 50, 6119;   
(d) Nagib, D. A.; MacMillan, D. W. C. Nature 2011, 480, 224.  
[9] (a) Chu, L.-L.; Qing, F.-L. J. Am. Chem. Soc. 2010, 132, 7262;   
(b) Jiang, X.-L.; Chu, L.-L.; Qing, F.-L. J. Org. Chem. 2012, 77, 1251.  
[10] Zanardi, A.; Novikov, M. A.; Martin, E.; Benet-Buchholz, J.; Grushin, V. V. J. Am. Chem. Soc. 2011, 133, 20901.  
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