Divergent Synthesis of 3-Pyrrolidin-2-yl-1H-indoles, Symmetric and Unsymmetric Bis(Indolyl)Methanes (BIMs) through Photocatalyzed Decarboxylative Coupling/Friedel-Crafts Alkylation Reaction

被引：5
|
作者：
Silalai, Patamawadee [1 ,2 ]
Saeeng, Rungnapha [1 ,2 ]
机构：
[1] Burapha Univ, Fac Sci, Dept Chem, Chon Buri 20131, Thailand
[2] Burapha Univ, Fac Sci, Ctr Innovat Chem, Chon Buri 20131, Thailand
来源：
JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 88卷 / 07期
关键词：
AUSTRALIAN MARINE SPONGE; STRUCTURE ELUCIDATION; C-H; INDOLES; HETEROCYCLES; FUNCTIONALIZATION; ARYLATION; CATALYST; SAR;
D O I：
10.1021/acs.joc.2c02166
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
This paper reports the acid-controlled divergent synthesis of 3-pyrrolidin-2-yl-1H-indoles and symmetric and unsymmetrical bis(indolyl)methanes (BIMs) through photocatalyzed decarboxylative coupling and Friedel-Crafts alkylation reactions, respectively. The protocol involves C-H functionalization, switching formation of two products, room-temperature conditions, low photocatalyst loadings, without strong oxidant, and moderate to excellent yields. This method has been applied for the synthesis of natural product vibrindole A and 1,1-bis(1H-indol-3-yl)-2-phenylethane.
引用
收藏
页码：4052 / 4065
页数：14
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