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 · 年份：2019 · DOI：10.1002/ange.201910051 · 被引用次数：27 · 研究领域：Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques

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.