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Regioselective Synthesis of Indolo[1,2- c ]quinazolines and 11 H -Indolo[3,2- c ]quinolines via Copper-Catalyzed Cascade Reactions of 2-(2-Bromoaryl)-1 H -indoles with Aldehydes and Aqueous Ammonia

作者:Shenghai Guo, Tao Li, Wenwen Zhang, Xinying Zhang, Xuesen Fan · 发表于:The Journal of Organic Chemistry · 年份:2015 · DOI:10.1021/acs.joc.5b02076 · 被引用次数:47 · 研究领域:Quinazolinone synthesis and applications、Synthesis and bioactivity of alkaloids、Catalytic C–H Functionalization Methods

Highly selective and convenient synthesis of indolo[1,2-c]quinazolines and 11H-indolo[3,2-c]quinolines through copper-catalyzed one-pot cascade reactions of 2-(2-bromoaryl)-1H-indoles with aldehydes and aqueous ammonia has been achieved. Notably, the regioselectivity was easily controlled by tuning the reaction conditions. Compared with literature methods, the present protocol features easily controlled selectivity, readily available starting materials, good functional group tolerance, and simple operation procedures.