0

Photoinduced Deoxygenative Borylations of Aliphatic Alcohols

Jingjing Wu, Robin M Bär, Lin Guo, Adam Noble, Varinder K Aggarwal

Angew Chem Int Ed Engl. 2019 Dec 19;58(52):18830-18834.

PMID: 31613033

Abstract:

A photochemical method for converting aliphatic alcohols into boronic esters is described. Preactivation of the alcohol as a 2-iodophenyl-thionocarbonate enables a novel Barton-McCombie-type radical deoxygenation that proceeds efficiently with visible light irradiation and without the requirement for a photocatalyst, a radical initiator, or tin or silicon hydrides. The resultant alkyl radical is intercepted by bis(catecholato)diboron, furnishing boronic esters from a diverse range of structurally complex alcohols.

Chemicals Related in the Paper:

Catalog Number Product Name Structure CAS Number Price
AP13826272 Bis(catecholato)diboron Bis(catecholato)diboron 13826-27-2 Price
qrcode