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铜(I)催化的苯并呋喃-2-基酮与 Bpin 的通过 domino-borylation-protodeboronation 策略的化学选择性还原为醇。

Copper(I)-Catalyzed Chemoselective Reduction of Benzofuran-2-yl Ketones to Alcohols with Bpin via a Domino-Borylation-Protodeboronation Strategy.

机构信息

Institute of Next Generation Matter Transformation, College of Chemical Engineering at Huaqiao University , 668 Jimei Blvd, Xiamen, Fujian 361021, P. R. China.

出版信息

J Org Chem. 2017 Jul 21;82(14):7602-7607. doi: 10.1021/acs.joc.7b00596. Epub 2017 Jul 7.

Abstract

A novel copper(I)-catalyzed chemoselective reduction of the carbonyls of benzofuran-2-yl ketones over furan rings with Bpin has been developed. This reaction proceeded under mild conditions. High valuable secondary alcohol derivatives of benzofurans were obtained in good to excellent yields with a broad substrate scope. The mechanistic studies suggested that a domino-borylation-protodeboronation pathway was involved in this reaction.

摘要

发展了一种新颖的铜(I)催化的选择性还原苯并呋喃-2-基酮的羰基的反应,该反应可以在温和条件下进行,并且可以选择性地还原苯并呋喃环上的羰基。该反应以 Bpin 作为硼源,具有广泛的底物范围,能够高收率地得到高价值的苯并呋喃仲醇衍生物。反应机理研究表明,该反应涉及到串联的硼化-脱硼反应途径。

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