通过碱促进的α-烷基化/串联环化反应便捷地一锅合成吲哚并[3,2-]异喹啉。
Expedient one-pot synthesis of indolo[3,2-]isoquinolines via a base-promoted -alkylation/tandem cyclization.
作者信息
Nguyen Huy H, Fettinger James C, Haddadin Makhluf J, Kurth Mark J
机构信息
Department of Chemistry, University of California, One Shields Avenue, Davis, California 95616, United States.
Department of Chemistry, American University of Beirut, Beirut, 1107 2020 Lebanon.
出版信息
Tetrahedron Lett. 2015 Sep 30;56(40):5429-5433. doi: 10.1016/j.tetlet.2015.08.006.
Abstract
A transition metal-free, one-pot protocol has been developed for the synthesis of 11-indolo[3,2-]isoquinolin-5-amines via the atom economical annulation of ethyl (2-cyanophenyl)carbamates and 2-cyanobenzyl bromides. This method proceeds via sequential -alkylation and base-promoted cyclization. Optimization data, substrate scope, mechanistic insights, and photoluminescence properties are discussed.
摘要
已开发出一种无过渡金属的一锅法协议，用于通过（2-氰基苯基）氨基甲酸乙酯和2-氰基苄基溴的原子经济性环化反应合成11-吲哚并[3,2-]异喹啉-5-胺。该方法通过顺序的α-烷基化和碱促进的环化反应进行。讨论了优化数据、底物范围、机理见解和光致发光性质。
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