Synthesis 2017; 49(04): 736-744
DOI: 10.1055/s-0036-1588345
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© Georg Thieme Verlag Stuttgart · New York

Borinic Acids via Direct Arylation of Amine–Borane Complexes: An Air- and Water-Stable Boron Source

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Publication History

Received: 07 October 2016

Accepted: 13 October 2016

Publication Date:
15 November 2016 (online)


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Abstract

A synthesis of borinic acids and borinates was optimized using amine–borane complexes as a water and air insensitive borylating agent. The reaction operates under convenient conditions using a non-cryogenic temperature and with no flash chromatography, and it gives no boron impurities. The reaction proceeds through a tandem dehydrogenation–double addition mechanism.

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