Palladium(II)-Catalyzed Tandem Oxidative Acetoxylation/ortho C-H Activation/Carbocyclization of Arylallenes

被引：30
|
作者：
Mazuela, Javier [1 ]
Banerjee, Debasis [1 ]
Backvall, Jan-E. [1 ]
机构：
[1] Stockholm Univ, Arrhenius Lab, Dept Organ Chem, SE-10691 Stockholm, Sweden
来源：
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY | 2015年 / 137卷 / 30期
基金：
瑞典研究理事会; 欧洲研究理事会;
关键词：
CARBON BOND FORMATION; ACTIVATED ALKENES; CARBOCYCLIZATION; FUNCTIONALIZATIONS; CARBOHYDROXYLATION; SELECTIVITY; MECHANISM; ARYLATION; OLEFINS; ARENES;
D O I：
10.1021/jacs.5b06068
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Herein we report an example of tandem. oxidative acetoxylation/carbocyclization of arylallenes 1 using Pd(OAc)(2). The catalytic protocol is highly selective and provides access to new C-C and C-O bonds leading to a carbocyclization. The reaction proceeds via C-H activation by Pd. Mechanistic investigations show that the C-H activation is not the rate-limiting step and indicate that the reaction proceeds via acetoxylation of the allene.
引用
收藏
页码：9559 / 9562
页数：4
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