Synthesis of oxygen heterocycles via Pd-catalyzed cross-coupling of unsaturated phenols and vinylic halides or triflates

被引：23
|
作者：
Larock, RC [1 ]
Yang, H
Pace, P
Narayanan, K
Russell, CE
Cacchi, S
Fabrizi, G
机构：
[1] Iowa State Univ Sci & Technol, Dept Chem, Ames, IA 50011 USA
[2] Univ Rome La Sapienza, Dipartimento Chim & Tecnol Sostanze Biologicament, I-00185 Rome, Italy
来源：
TETRAHEDRON | 1998年 / 54卷 / 26期
基金：
美国国家卫生研究院;
关键词：
alkenyl halides; coupling reactions; palladium; phenols;
D O I：
10.1016/S0040-4020(98)00399-8
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 phenols with vinylic halides and triflates produces substituted dihydrobenzopyrans and dihydrobenzofurans respectively in good to high yields. The proposed mechanism involves vinylpalladium addition to the olefin, rearrangement to a pi-allylpalladium intermediate and subsequent intramolecular nucleophilic displacement of palladium. (C) 1998 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：7343 / 7356
页数：14
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