Palladium-Catalyzed Oxidative Borylative Carbocyclization of Enallenes

被引：73
|
作者：
Persson, Andreas K. A. [1 ]
Jiang, Tuo [1 ]
Johnson, Magnus T. [2 ]
Backvall, Jan-E. [1 ]
机构：
[1] Stockholm Univ, Dept Organ Chem, Arrhenius Lab, S-10691 Stockholm, Sweden
[2] Lund Univ, Dept Chem, S-22100 Lund, Sweden
来源：
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION | 2011年 / 50卷 / 27期
基金：
欧洲研究理事会; 瑞典研究理事会;
关键词：
borylation; carbocyclization; enallenes; oxidation; palladium; CARBON BOND FORMATION; CROSS-COUPLING REACTIONS; C-H BORYLATION; ROOM-TEMPERATURE; BASE-FREE; EFFICIENT; MECHANISM; CARBOHYDROXYLATION; FUNCTIONALIZATION; HYDROBORATION;
D O I：
10.1002/anie.201008032
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
An efficient oxidative carbocyclization/borylation of enallenes uses Pd(OAc)2 as the catalyst, B2pin2 as the boron-transfer reagent, and 1,4-benzoquinone (BQ) as the oxidant (see scheme). The reaction seems to take place through activation of the allene by a Pd II complex to give an alkenyl-PdII intermediate followed by carbopalladation of the olefin and subsequent cleavage of the intermediate palladium-carbon bond by the boron reagent. Copyright © 2011 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码：6155 / 6159
页数：5
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