Copper-catalyzed remote (δ) C(sp3)–H bond amination: a practical strategy to construct pyrrolidine derivatives
作者： Dongmei Meng , Yongzhen Tang , Junfa Wei , Xianying Shi , Mingyu Yang
DOI: 10.1039/C7CC02624B
关键词: Hydrogen bond 、 Catalysis 、 Pyrrolidine 、 Medicinal chemistry 、 Carbon 、 Copper catalyzed 、 Chemistry 、 Organic chemistry 、 Amine gas treating 、 Copper 、 Amination
摘要: We report a copper-catalyzed remote C(sp3)–H bond amination reaction that converts acyclic amines to pyrrolidines. This reaction occurs selectively at the carbon δ to the amine …
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sci-hub.se 参考文章(66)
Xiongyi Huang, Tova M. Bergsten, John T. Groves, Manganese-Catalyzed Late-Stage Aliphatic C–H Azidation Journal of the American Chemical Society. ,vol. 137, pp. 5300- 5303 ,(2015) , 10.1021/JACS.5B01983
Hui Chen, Stephen Sanjaya, Yi-Feng Wang, Shunsuke Chiba, Copper-catalyzed aliphatic C-H amination with an amidine moiety. Organic Letters. ,vol. 15, pp. 212- 215 ,(2013) , 10.1021/OL303302R
Carmen Betancor, Jose I. Concepcion, Rosendo Hernandez, Jose A. Salazar, Ernesto Suarez, Intramolecular functionalization of nonactivated carbons by amidylphosphate radicals. Synthesis of 1,4-epimine compounds Journal of Organic Chemistry. ,vol. 15, pp. 4430- 4432 ,(1983) , 10.1021/JO00171A066
Edon Vitaku, David T. Smith, Jon T. Njardarson, Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals Journal of Medicinal Chemistry. ,vol. 57, pp. 10257- 10274 ,(2014) , 10.1021/JM501100B
Ethan A. Wappes, Stacy C. Fosu, Trevor C. Chopko, David A. Nagib, Triiodide‐Mediated δ‐Amination of Secondary C−H Bonds Angewandte Chemie. ,vol. 55, pp. 9974- 9978 ,(2016) , 10.1002/ANIE.201604704
Yunus E Türkmen, Michel Gravel, Viresh H Rawal, Studies Directed toward the Synthesis of Aspidophytine: Construction of Its Perhydroquinoline Core. Journal of Organic Chemistry. ,vol. 81, pp. 10454- 10462 ,(2016) , 10.1021/ACS.JOC.6B01574
Davor Šakić, Hendrik Zipse, Radical Stability as a Guideline in C–H Amination Reactions Advanced Synthesis & Catalysis. ,vol. 358, pp. 3983- 3991 ,(2016) , 10.1002/ADSC.201600629
Yoonsu Park, Youyoung Kim, Sukbok Chang, Transition Metal-Catalyzed C–H Amination: Scope, Mechanism, and Applications Chemical Reviews. ,vol. 117, pp. 9247- 9301 ,(2017) , 10.1021/ACS.CHEMREV.6B00644
Yudong Yang, Jingbo Lan, Jingsong You, Oxidative C-H/C-H Coupling Reactions between Two (Hetero)arenes. Chemical Reviews. ,vol. 117, pp. 8787- 8863 ,(2017) , 10.1021/ACS.CHEMREV.6B00567
Ye Wei, Peng Hu, Min Zhang, Weiping Su, Metal-Catalyzed Decarboxylative C–H Functionalization Chemical Reviews. ,vol. 117, pp. 8864- 8907 ,(2017) , 10.1021/ACS.CHEMREV.6B00516