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- Title
Internal Oxidant-Triggered Aerobic Oxygenation and Cyclization of Indoles under Copper Catalysis.
- Authors
Huang, Huawen; Cai, Jinhui; Ji, Xiaochen; Xiao, Fuhong; Chen, Ya; Deng, Guo ‐ Jun
- Abstract
A concise synthesis of pyrazolo[1,5-a]indole derivatives by copper-catalyzed aerobic oxygenation and cyclization of indoles with oxime acetates is described. This protocol represents an elegant example of N-1, C-2, and C-3 tri-functionalization of indoles in one-pot. Mechanistic studies indicate the reaction proceeds through a radical procedure. Oximes as an internal oxidant have been demonstrated to be a driver to initiate aerobic oxidation, which provides a new oxidative pattern for C-H functionalization even with high atom- and step-economy.
- Subjects
OXYGENATION (Chemistry); RING formation (Chemistry); INDOLE compounds; CHEMICAL synthesis; OXIMES
- Publication
Angewandte Chemie, 2016, Vol 128, Issue 1, p315
- ISSN
0044-8249
- Publication type
Article
- DOI
10.1002/ange.201508076