From PtCl2- and acid-catalyzed to uncatalyzed cycloisomerization of 2-propargyl anilines:: Access to functionalized indoles

被引：116

作者：

Cariou, Kevin

Ronan, Baptiste

Mignani, Serge

Fensterbank, Louis

Malacria, Max

机构：

[1] Univ Paris 06, Chim Organ Lab, CNRS, UMR 7611,Inst Chim Mol,FR 2769, F-75005 Paris, France

[2] Ctr Rech Paris, Dept Oncol, F-94400 Vitry Sur Seine, France

来源：

ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2007年 / 46卷 / 11期

关键词：

cycloisomerization; fused-ring systems; indoles; platinum; synthetic methods;

D O I：

10.1002/anie.200604026

中图分类号：

O6 [化学];

学科分类号：

0703 ;

摘要：

(Chemical Equation Presented) On the move: PtCl2-catalyzed electrophilic activation of an alkyne moiety triggers a heterocyclization accompanied by migrations of both an allyl group and an acetate group to produce an indole (see scheme). Variation of the reaction conditions (particularly the temperature) as well as substituents at the propargylic position and on the nitrogen atom allows easy and versatile access to a myriad of indole substrates. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

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页码：1881 / 1884

页数：4

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