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镍催化芳基甲基硫醚与芳基溴的交叉偶联反应

Nickel-Catalyzed Cross-Coupling Reaction of Aryl Methyl Sulfides with Aryl Bromides.

作者信息

Zhong Chuntao, Liu Mengna, Qiu Xianchao, Wei Hao, Cui Benqiang, Shi Yanhui, Cao Changsheng

机构信息

School of Chemistry and Material Science, Jiangsu Normal University, Xuzhou 221116, China.

出版信息

J Org Chem. 2023 Oct 6;88(19):13418-13426. doi: 10.1021/acs.joc.3c00630. Epub 2023 Sep 26.

Abstract

A nickel-catalyzed cross-coupling reaction of aryl methyl sulfides with aryl bromides has been developed to access biaryls in yields of up to 86%. The reactions proceeded well using Ni(COD) as catalyst with the ligand BINAP (2,2'-bis(diphenylphosphanyl)-1,1'-binaphthalene) in the presence of magnesium. The method has a broad scope of substrates and is scalable. The wide availability of commercially available aryl bromides and the absence of preparation and preparation of organometallic reagents make the reaction of high application value.

摘要

已开发出一种镍催化的芳基甲基硫醚与芳基溴的交叉偶联反应,用于制备联芳基化合物,产率高达86%。使用Ni(COD)作为催化剂,配体为BINAP(2,2'-双(二苯基膦基)-1,1'-联萘),在镁存在下反应进行良好。该方法具有广泛的底物范围且可扩展。市售芳基溴的广泛可得性以及无需制备有机金属试剂,使得该反应具有很高的应用价值。

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