Heck reaction of arenediazonium salts with N,N-diprotected allylamines. Synthesis of cinnamylamines and indoles

被引：42

作者：

Cacchi, Sandro ^{[1
]}

Fabrizi, Giancarlo ^{[1
]}

Goggiamani, Antonella ^{[1
]}

Sferrazza, Alessio ^{[1
]}

机构：

[1] Univ Rome, Dipartimento Chim & Tecnol Farmaco, I-00185 Rome, Italy

来源：

ORGANIC & BIOMOLECULAR CHEMISTRY | 2011年 / 9卷 / 06期

关键词：

PALLADIUM-CATALYZED REACTION; REDUCTION-CYCLIZATION HRC; PROTECTED ALLYLIC AMINES; C-H AMINATION; STEREOSELECTIVE-SYNTHESIS; COUPLING REACTIONS; EFFICIENT; ARYLATION; ALKYNES; ROUTE;

D O I：

10.1039/c0ob01052a

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Novel palladium-catalyzed reactions of arenediazonium tetrafluoroborates with N,N-diprotected allylamines are presented. The reaction of arenediazonium tetrafluoroborates with N,N-(Boc)(2) allylamine allows for an easy approach to cinnamylamines whereas using 2-alkynyl-N-(allyl)trifluoroacetanilides and 2-iodo-N-(allyl)trifluoroacetanilide the reaction provides a useful tool for appending indole rings to aniline fragments.

引用

页码：1727 / 1730

页数：4

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