3 years ago

Concise Synthesis of Spiro[indoline-3,2′-pyrrolidine] and 1-Azacarbazole Derivatives via Copper-Catalyzed Cyclization of Indoles

Concise Synthesis of Spiro[indoline-3,2′-pyrrolidine] and 1-Azacarbazole Derivatives via Copper-Catalyzed Cyclization of Indoles
Qing-Long Xu, Xiaoan Wen, Chao Chen, Li-Shuai Han, Liu Liu, Hongbin Sun, Hui Chen, Peng-Fei Wang
A high-yielding, copper-catalyzed dearomatization reaction of indole from 2-methylindole-derived oxime acetates was realized, providing access to structurally novel spiro[indoline-3,2′-pyrrolidine] derivatives in 67–98% yields. When the C-2 position of the indole was not substituted, azacarbazole derivatives were obtained in moderate yields. This transformation provides an efficient approach to access nitrogen-containing spiroindolenine and azacarbazole derivatives with wide substrate scope.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/adsc.201700073

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