Photoinduced Deoxygenative Borylations of Aliphatic Alcohols

作者：Jingjing Wu, Robin M. Bär, Lin Guo, Adam Noble, Varinder K. Aggarwal · 发表于：Angewandte Chemie International Edition · 年份：2019 · DOI：10.1002/anie.201910051 · 被引用次数：163 · 研究领域：Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods

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.