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钯催化芳基/杂芳基1,2 - 二卤化物的一锅法连续不对称交叉偶联反应

Pd-catalyzed one-pot sequential unsymmetrical cross-coupling reactions of aryl/heteroaryl 1,2-dihalides.

作者信息

Danodia Abhinandan K, Saunthwal Rakesh K, Patel Monika, Tiwari Rakesh K, Verma Akhilesh K

机构信息

Synthetic Organic Chemistry Research Laboratory, Department of Chemistry, University of Delhi, Delhi 110007, India.

Chapman University School of Pharmacy, Harry and Diane Rinker Health Science Campus, 9401 Jeronimo Road, Irvine, California 92618, USA.

出版信息

Org Biomol Chem. 2016 Jul 6;14(27):6487-96. doi: 10.1039/c6ob01049k.

Abstract

Efficient, step-economic, Pd(ii)-catalyzed one-pot sequential Sonogashira/Sonogashira, Sonogashira/Suzuki, Sonogashira/Heck, Suzuki/Sonogashira, Suzuki/Suzuki, Suzuki/Heck, Heck/Sonogashira, Heck/Suzuki and Heck/Heck cross coupling reactions of sterically hindered aryl/heteroaryl 1,2-dihalides have been developed. The present methodology allows the conversion of easily available aryl/heteroaryl 1,2-dihalides into synthetically useful unsymmetrically substituted arenes/heteroarenes in good to excellent yields under mild reaction conditions. This methodology is a powerful tool for building a versatile substrate which can be utilized for the synthesis of various organic scaffolds.

摘要

已开发出高效、步骤经济的钯(II)催化的一锅法连续Sonogashira/Sonogashira、Sonogashira/Suzuki、Sonogashira/Heck、Suzuki/Sonogashira、Suzuki/Suzuki、Suzuki/Heck、Heck/Sonogashira、Heck/Suzuki和Heck/Heck交叉偶联反应,用于空间位阻芳基/杂芳基1,2-二卤化物。本方法能够在温和的反应条件下,以良好至优异的产率将易于获得的芳基/杂芳基1,2-二卤化物转化为具有合成用途的不对称取代芳烃/杂芳烃。该方法是构建通用底物的有力工具,可用于合成各种有机骨架。

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