Concise Synthesis of Spiro[indoline‐3, 2′‐pyrrolidine] and 1‐Azacarbazole Derivatives via Copper‐Catalyzed Cyclization of Indoles. Issue 14 (5th July 2017)

• Record Type: Journal Article
• Authors: Wang, Peng‐Fei; Chen, Chao; Chen, Hui; Han, Li‐Shuai; Liu, Liu; Sun, Hongbin; Wen, Xiaoan; Xu, Qing‐Long
• Is Part Of: Advanced synthesis & catalysis. Volume 359:Issue 14(2017)
• Page Start: 2339
• Page End: 2344
• Publication Date: 2017-07-05
• Subjects: C–N bond formation -- copper catalysis -- dearomatization -- spiroindolines; Catalysis -- Periodicals; Organic compounds -- Synthesis -- Periodicals; Chemistry -- Periodicals; Chemistry, Technical -- Periodicals; Chemistry -- Periodicals; Catalysis -- Periodicals; Technology, Pharmaceutical -- Periodicals; 547.2
• DOI: 10.1002/adsc.201700073
• Languages: English
• ISSNs: 1615-4150

Abstract

Abstract: 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. Abstract :