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钯(0)催化的单异腈和双异腈插入反应:苯并呋喃、吲哚和异吲哚酮的简便合成方法

Palladium(0)-catalyzed single and double isonitrile insertion: a facile synthesis of benzofurans, indoles, and isatins.

作者信息

Senadi Gopal Chandru, Hu Wan-Ping, Boominathan Siva Senthil Kumar, Wang Jeh-Jeng

机构信息

Department of Medicinal and Applied Chemistry, Kaohsiung Medical University, No. 100, Shih-Chuan 1 st Rd, Sanmin district, Kaohsiung City, 807 (Taiwan).

出版信息

Chemistry. 2015 Jan 12;21(3):998-1003. doi: 10.1002/chem.201405933. Epub 2014 Nov 28.

DOI:10.1002/chem.201405933
PMID:25447489
Abstract

A palladium(0)-catalyzed cascade process consisting of isonitrile insertion and α-Csp(3)-H cross-coupling can be achieved for the synthesis of benzofurans and indoles. The construction of isatins by a Pd-catalyzed cascade reaction incorporating double isonitrile insertion, amination, and hydrolysis has also been achieved. The key features of this work include diverse heterocycle synthesis, phosphine-ligand-free reaction conditions, a one-pot procedure, simple and commercially available starting materials, broad functional-group compatibility, and moderate to good reaction yields.

摘要

通过异腈插入和α-Csp(3)-H交叉偶联组成的钯(0)催化级联反应可实现苯并呋喃和吲哚的合成。通过钯催化的包含双异腈插入、胺化和水解的级联反应构建异吲哚酮也已实现。这项工作的关键特性包括多样的杂环合成、无膦配体的反应条件、一锅法、简单且市售的起始原料、广泛的官能团兼容性以及中等至良好的反应产率。

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