Difunctionalization of 1,3-Butadiene via Sequential Radical Thiol-ene Reaction and Allylation by Dual Photoredox and Titanium Catalysis
Er‐Jun Hao, Binghui Lu, Yonghong Liu, Tianxiao Yang, Huaipu Yan, Xiaobo Ding, Yunhe Jin, Lei Shi
Abstract
Recently, radical difunctionalization of the feedstock 1,3-butadiene has become an attractive strategy for increasing molecular complexity. Herein, we present a novel approach that effectively combines radical thiol-ene chemistry with Ti III catalysis to enable a three-component aldehyde allylation using 1,3-butadiene as an allyl group source under visible light conditions. This sustainable and straightforward method has facilitated the rapid production of diverse allylic 1,3-thioalcohols with exceptional regio- and diastereoselectivity.
Topics & Concepts
ChemistryThiol1,3-ButadieneEne reactionAllylic rearrangementCatalysisAldehydeCombinatorial chemistryOrganic chemistrySulfur-Based Synthesis TechniquesRadical Photochemical ReactionsCatalytic C–H Functionalization Methods