Bronsted acid catalyzed Diels-Alder reactions of 2-vinylindoles and 3-nitrocoumarins: an expedient synthesis of coumarin-fused tetrahydrocarbazoles

被引：34

作者：

Tan, Fen ^{[1
]}

Li, Fang ^{[1
]}

Zhang, Xiao-Xiao ^{[1
]}

Wang, Xu-Fan ^{[1
]}

Cheng, Hong-Gang ^{[1
]}

Chen, Jia-Rong ^{[1
]}

Xiao, Wen-Jing ^{[1
]}

机构：

[1] Cent China Normal Univ, Coll Chem, Minist Educ, Key Lab Pesticide & Chem Biol, Wuhan 430079, Hubei, Peoples R China

来源：

TETRAHEDRON | 2011年 / 67卷 / 02期

基金：

美国国家科学基金会;

关键词：

Organocatalysis; Diels-Alder reaction; Coumarin; Tetrahydrocarbazole; INVERSE-ELECTRON-DEMAND; FRIEDEL-CRAFTS ALKYLATION; SIMPLE INDOLE ALKALOIDS; EFFICIENT ROUTE; ALPHA; BETA-UNSATURATED ALDEHYDES; SULFUR YLIDES; ORGANIC CATALYSIS; DERIVATIVES; ACTIVATION; ORGANOCATALYSIS;

D O I：

10.1016/j.tet.2010.11.019

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Bronsted acid catalyzed Diels-Alder reaction of 2-vinylindoles and 3-nitrocoumarins has been described. The methodology allows a rapid and expedient synthesis of a variety of coumarin-fused polycyclic indoles in good yields (up to 82%) with high diastereoselectivities (up to >19:1). (C) 2010 Published by Elsevier Ltd.

引用

页码：446 / 451

页数：6

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