One-step assembly of alkoxypyrroloindolines iodine-catalyzed alkoxycyclization of indole derivatives

Herein we report an iodine-catalyzed alkoxycyclization of tryptamine derivatives under mild reaction conditions. This method distinguished itself by providing a catalytic, one-step assembly of diversely functionalized C3a-alkoxypyrroloindolines as well as dihydrofuran and lactone fused indolines. Me...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2019-12, Vol.18 (1), p.32-35
Main Authors: Li, Yan, Guo, Juan, Lu, Xunbo, Zhong, Fangrui
Format: Article
Language:English
Online Access:Get full text
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Summary:Herein we report an iodine-catalyzed alkoxycyclization of tryptamine derivatives under mild reaction conditions. This method distinguished itself by providing a catalytic, one-step assembly of diversely functionalized C3a-alkoxypyrroloindolines as well as dihydrofuran and lactone fused indolines. Mechanistic studies suggest that an ionic pathway is operative and this probably accounts for the diastereospecificity of all isolated cycloadducts. Herein we report an iodine-catalyzed alkoxycyclization of tryptamine derivatives under mild reaction conditions.
ISSN:1477-0520
1477-0539
DOI:10.1039/c9ob02287b