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温和条件下化学选择性铑催化的溴碘芳烃硼化反应

Chemoselective Rhodium-Catalyzed Borylation of Bromoiodoarenes Under Mild Conditions.

作者信息

Varni Anthony J, Bautista Michael V, Noonan Kevin J T

机构信息

Department of Chemistry, Carnegie Mellon University, 4400 Fifth Avenue, Pittsburgh, Pennsylvania 15213-2567, United States.

出版信息

J Org Chem. 2020 May 15;85(10):6770-6777. doi: 10.1021/acs.joc.0c00178. Epub 2020 May 1.

Abstract

A chemoselective rhodium-catalyzed borylation has been developed for the preparation of aryl boronate esters. The reaction proceeds under mild conditions with excellent selectivity for C-I bonds in bromoiodoarenes and exhibits broad functional group tolerance. This procedure can act as a complementary approach toward bifunctional arenes along with other metal-catalyzed borylations. Additionally, the reaction's utility in the preparation of monomers for metal-catalyzed cross-coupling polymerization is demonstrated.

摘要

已开发出一种化学选择性铑催化的硼化反应来制备芳基硼酸酯。该反应在温和条件下进行,对溴碘芳烃中的碳 - 碘键具有优异的选择性,并表现出广泛的官能团耐受性。与其他金属催化的硼化反应一起,该方法可作为制备双官能芳烃的补充方法。此外,还展示了该反应在制备用于金属催化的交叉偶联聚合的单体方面的实用性。

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