Phosphine-Promoted Synthesis of 9H-Pyrrolo[1,2-a]indole Derivatives via an γ-Umpolung Addition/Intramolecular Wittig Reaction

被引：22

作者：

Lorton, Charlotte ^{[1
]}

Voituriez, Arnaud ^{[1
]}

机构：

[1] Univ Paris Saclay, Univ Paris Sud, CNRS, Inst Chim Subst Nat,UPR 2301, 1 Ave Terrasse, F-91198 Gif Sur Yvette, France

来源：

JOURNAL OF ORGANIC CHEMISTRY | 2018年 / 83卷 / 10期

关键词：

STABILIZED PHOSPHORUS YLIDES; CATALYTIC WITTIG; EFFICIENT SYNTHESIS; CYCLOADDITION; HETEROCYCLES; INHIBITOR; INDOLES; ALLENES; ALKENES; CASCADE;

D O I：

10.1021/acs.joc.8b00457

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The synthesis of substituted 9H-pyrrolo[1,2-a]indole products from 1H-indole-2-carbaldehydes and allenoates is described, using a phosphine-promoted Michael addition/intramolecular Wittig reaction. This halide- and base-free methodology provides an efficient access to different tricyclic nitrogen-containing heterocycles (18 examples, 32-88% isolated yields).

引用

页码：5801 / 5806

页数：6

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