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

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 de...

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Veröffentlicht in:Advanced synthesis & catalysis 2017-07, Vol.359 (14), p.2339-2344
Hauptverfasser: Wang, Peng‐Fei, Chen, Chao, Chen, Hui, Han, Li‐Shuai, Liu, Liu, Sun, Hongbin, Wen, Xiaoan, Xu, Qing‐Long
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Sprache:eng
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Zusammenfassung: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.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.201700073