Palladium-Catalyzed Annulation of Haloanilines and Halobenzamides Using Norbornadiene as an Acetylene Synthon: A Route to Functionalized Indolines, Isoquinolinones, and Indoles

被引：76

作者：

Thansandote, Praew ^{[1
]}

Hulcoop, David G. ^{[1
]}

Langer, Michael ^{[1
]}

Lautens, Mark ^{[1
]}

机构：

[1] Univ Toronto, Dept Chem, Davenport Res Labs, Toronto, ON M5S 3H6, Canada

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2009年 / 74卷 / 04期

基金：

加拿大自然科学与工程研究理事会;

关键词：

MARINE NATURAL-PRODUCTS; DIELS-ALDER; DERIVATIVES; ALKALOIDS; SUBSTITUTION; ALKYLATION; ARYLATION; AMINES; LEADS;

D O I：

10.1021/jo802604g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A general procedure for the palladium-catalyzed annulation of substituted haloanilines with norbornadiene gives functionalized indolines in 51-98% yield. These indolines can be rapidly converted to benzenoid-substituted indoles and tricyclic indolines. Extension to the use of substituted halobenzamides gives functionalized isoquinolinones in up to 86% yield.

引用

页码：1673 / 1678

页数：6

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