Indole synthesis by palladium-catalyzed tandem allylic isomerization - furan Diels-Alder reaction

被引：21

作者：

Xu, Jie ^{[1
]}

Wipf, Peter ^{[1
]}

机构：

[1] Univ Pittsburgh, Dept Chem, Pittsburgh, PA 15260 USA

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2017年 / 15卷 / 34期

关键词：

CYCLOADDITION; ALLYLATION; PHENOLS; ALKYLATION;

D O I：

10.1039/c7ob01654a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A Pd(0)-catalyzed elimination of an allylic acetate generates a pi-allyl complex that is postulated to initiate a novel intramolecular Diels-Alder cycloaddition to a tethered furan (IMDAF). Under the reaction conditions, this convergent, microwave-accelerated cascade process provides substituted indoles in moderate to good yields after Pd-hydride elimination, aromatization by dehydration, and in situ N-Boc cleavage.

引用

页码：7093 / 7096

页数：4

共 24 条

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