Zinc-Catalyzed Borylation of Primary, Secondary and Tertiary Alkyl Halides with Alkoxy Diboron Reagents at Room Temperature

Zinc-Catalyzed Borylation of Primary, Secondary and Tertiary Alkyl Halides with Alkoxy Diboron Reagents at Room Temperature
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DOI:
10.1002/anie.201308855
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发表时间:
2014-02-10
影响因子:
16.6
通讯作者:
Marder, Todd B.
Marder, Todd B.
中科院分区:
化学1区
文献类型:
--
作者:
Bose, Shubhankar Kumar;Fucke, Katharina;Marder, Todd B.

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开发了一种基于 Zn-II NHC 前驱体的新型催化体系,用于卤代烷与二硼试剂的交叉偶联反应,这代表了 XII 族催化剂在 CX 硼化反应中的新用途。该方法在室温下对未活化的伯、仲和叔烷基卤化物进行硼基化,以在温和条件下提供具有良好官能团相容性的烷基硼酸酯。初步的机理研究表明,这种硼化反应似乎涉及单电子过程。
A new catalytic system based on a Zn-II NHC precursor has been developed for the cross-coupling reaction of alkyl halides with diboron reagents, which represents a novel use of a GroupXII catalyst for CX borylation. This approach gives borylations of unactivated primary, secondary, and tertiary alkyl halides at room temperature to furnish alkyl boronates, with good functional-group compatibility, under mild conditions. Preliminary mechanistic investigations demonstrated that this borylation reaction seems to involve one-electron processes.