Synthesis of nitrogen heterocycles via Pd-catalyzed cross-coupling of o-alkenyl anilides with vinylic halides and triflates

被引：35
|
作者：
Larock, RC [1 ]
Pace, P
Yang, H
Russell, CE
Cacchi, S
Fabrizi, G
机构：
[1] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
[2] Univ La Sapienza, Dipartimento Chim & Tecnol Sostanze Biologicament, I-00185 Rome, Italy
来源：
TETRAHEDRON | 1998年 / 54卷 / 34期
关键词：
alkenyl halides; anilides; coupling reactions; palladium;
D O I：
10.1016/S0040-4020(98)00589-4
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
The palladium-catalyzed cross-coupling of o-allylic and o-vinylic anilides with vinylic halides and triflates produces substituted nitrogen heterocycles in good to high yields by a process involving vinylpalladium addition to the olefin, rearrangement to a pi-allylpalladium intermediate and subsequent intramolecular nucleophilic displacement of palladium. Different reactivity and regioselectivity in the palladium migration have been observed with different substituted alkenyl anilides. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：9961 / 9980
页数：20
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