Copper‐Catalyzed Carbon‐Nitrogen/Carbon‐Selenium Bonds Formation: Synthesis of 2‐(Organochalcogenyl)‐indolizines
作者： Tales AC Goulart , Davi F Back , Gilson Zeni , None
关键词:
摘要: The copper‐catalyzed cyclization of propargylpyridines with diorganyl dichalcogenides was applied to the synthesis of 2‐(organochalcogenyl)‐indolizines. A systematic study of the cyclization system revealed that the mutual action between copper (I) iodide and diorganyl dichalcogenides is essential for the formation of indolizines in good yields avoiding the formation of hydrogenated indolizine. The standard reaction conditions were compatible with many functional groups in the substrates, such as methyl, chlorine, fluorine, methoxy …
sci-hub.se 参考文章(55)
Nicola Della Ca', Elena Motti, Antonio Mega, Marta Catellani, One-Pot Palladium-Catalyzed Synthesis of Selectively Substituted Phenanthridines by Sequential Aryl-Aryl and Heck Couplings, Aza-Michael and Retro-Mannich Reactions Advanced Synthesis & Catalysis. ,vol. 352, pp. 1451- 1454 ,(2010) , 10.1002/ADSC.201000114
Zhanjin Zhang, Jincheng Mao, Di Zhu, Fan Wu, Huilin Chen, Boshun Wan, Highly efficient and practical phosphoramidite–copper catalysts for amination of aryl iodides and heteroaryl bromides with alkylamines and N(H)-heterocycles Tetrahedron. ,vol. 62, pp. 4435- 4443 ,(2006) , 10.1016/J.TET.2006.02.062
Alan H. Cherney, Nathaniel T. Kadunce, Sarah E. Reisman, Enantioselective and Enantiospecific Transition-Metal-Catalyzed Cross-Coupling Reactions of Organometallic Reagents To Construct C–C Bonds Chemical Reviews. ,vol. 115, pp. 9587- 9652 ,(2015) , 10.1021/ACS.CHEMREV.5B00162
Stefan Riedmüller, Oliver Kaufhold, Hubert Spreitzer, Boris J. Nachtsheim, Synthesis of Sterically Congested Triarylamines by Palladium-Catalyzed Amination European Journal of Organic Chemistry. ,vol. 2014, pp. 1391- 1394 ,(2014) , 10.1002/EJOC.201400046
Nicola Della Ca', Giovanni Maestri, Max Malacria, Etienne Derat, Marta Catellani, Palladium‐Catalyzed Reaction of Aryl Iodides with ortho‐Bromoanilines and Norbornene/Norbornadiene: Unexpected Formation of Dibenzoazepine Derivatives Angewandte Chemie. ,vol. 50, pp. 12257- 12261 ,(2011) , 10.1002/ANIE.201104363
Irina P. Beletskaya, Andrei V. Cheprakov, Copper in cross-coupling reactions: The post-Ullmann chemistry Coordination Chemistry Reviews. ,vol. 248, pp. 2337- 2364 ,(2004) , 10.1016/J.CCR.2004.09.014
Magnus Rueping, Boris J. Nachtsheim, Alexander Kuenkel, Efficient Metal-Catalyzed Direct Benzylation and Allylic Alkylation of 2,4-Pentanediones Organic Letters. ,vol. 9, pp. 825- 828 ,(2007) , 10.1021/OL063048B
Di Zhu, Lei Xu, Fan Wu, Boshun Wan, A mild and efficient copper-catalyzed coupling of aryl iodides and thiols using an oxime-phosphine oxide ligand Tetrahedron Letters. ,vol. 47, pp. 5781- 5784 ,(2006) , 10.1016/J.TETLET.2006.05.178
Tongyu Xu, Howard Alper, Synthesis of Indolizine Derivatives by Pd-Catalyzed Oxidative Carbonylation. Organic Letters. ,vol. 17, pp. 4526- 4529 ,(2015) , 10.1021/ACS.ORGLETT.5B02220
Yang Zhang, Jaume Garcia-Amorós, Burjor Captain, Françisco M. Raymo, A fluorescent and halochromic indolizine switch Journal of Materials Chemistry C. ,vol. 4, pp. 2744- 2747 ,(2016) , 10.1039/C5TC03331D