Cobalt-Catalyzed Selective Hydroboration of 1,3-Enynes with HBpin toward 1,3-Dienylboronate Esters.

Org Lett

State Key Laboratory of Chemo/Biosensing and Chemometrics, Advanced Catalytic Engineering Research Center of the Ministry of Education, College of Chemistry and Chemical Engineering, Hunan University, Changsha, Hunan 410082, P. R. China.

Published: April 2024

An efficient cobalt-catalyzed selective hydroboration of 1,3-enynes with HBpin toward 1,3-dienylboronate esters is disclosed. With a commercially available catalytic system of Co(acac) and dppf, the hydroboration reactions proceeded well to afford a wide range of 1,3-dienylborates in moderate to high yields. This protocol features a cheap base-metal catalytic system, broad substrate scope, excellent selectivity, easy gram-scale preparation, and good functional group tolerance and provides access to synthetically valuable 1,3-dienylborates.

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http://dx.doi.org/10.1021/acs.orglett.4c00899DOI Listing

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