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钴(I)催化的未活化溴代烷和氯代烷的硼化反应

Cobalt(I)-Catalyzed Borylation of Unactivated Alkyl Bromides and Chlorides.

作者信息

Verma Piyush Kumar, Prasad K Sujit, Varghese Dominic, Geetharani K

机构信息

Department of Inorganic and Physical Chemistry , Indian Institute of Science , Bangalore 560012 , India.

出版信息

Org Lett. 2020 Feb 21;22(4):1431-1436. doi: 10.1021/acs.orglett.0c00038. Epub 2020 Feb 10.

Abstract

A cobalt-complex-catalyzed borylation of a wide range of alkyl halides with a diboron reagent (Bpin or Bneop) has been developed under mild reaction conditions, demonstrating the first cobalt-mediated cross-coupling with alkyl electrophiles. This protocol allows alkyl boronic esters to be accessed from alkyl halides, including alkyl chlorides, which were used rarely as coupling partners. Mechanistic studies reveal the possible involvement of an alkyl radical intermediate in this cobalt-mediated catalytic cycle.

摘要

已开发出一种钴配合物催化的、在温和反应条件下使多种卤代烃与二硼试剂(频哪醇硼酸酯或新戊二醇硼酸酯)进行硼化反应的方法,这展示了首例钴介导的与烷基亲电试剂的交叉偶联反应。该方法可从卤代烃制备烷基硼酸酯,包括很少用作偶联底物的氯代烃。机理研究揭示了烷基自由基中间体可能参与了这一钴介导的催化循环。

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