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Synthesis of 1,1,1-Tris(boronates) from Vinylarenes by Co-Catalyzed Dehydrogenative Borylations-Hydroboration

Lei Zhang and Zheng Huang*

*State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, 345 Lingling Road, Shanghai 200032, China, Email:

L. Zhang, Z. Huang, J. Am. Chem. Soc., 2015, 137, 15600-15603.

DOI: 10.1021/jacs.5b11366

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A Co(I)-catalyzed, selective preparation of 1,1,1-tris(boronates) from vinylarenes and bis(pinacolato)diboron occurs at ambient temperature with excellent selectivity, high yields, and good functional group tolerance via double dehydrogenative borylations to generate an 1,1-diborylalkene intermediate followed by a hydroboration with pinacolborane formed in situ to yield the desired 1,1,1-tris(boronate).

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ID: J48-Y2015