Photoredox and NHC Enabled Deoxygenative Alcohol Homologation via Formal 1,2-Addition
Shuo Song, Zhongxian Li, Lele Wang, Tianlong Zeng, Qiang Hu, Jun Zhu
Abstract
A highly efficient photoinduced iron-catalyzed method has been developed for the direct use of alcohols as surrogates for organometallic reagents in the synthesis of tertiary alcohols. This method can be applied to both primary and secondary alcohols with diverse structures, enabling their reaction with aryl ketones under mild conditions. A variety of functional groups, including those that are typically reactive under conventional tertiary alcohol synthesis conditions, are compatible. Mechanistically, this reaction proceeds through the direct addition of the radical to the carbonyl pathway.
Topics & Concepts
ChemistryAlcoholReagentTertiary alcoholsPrimary (astronomy)ArylAlcohol oxidationCatalysisCombinatorial chemistryFunctional groupPhotoredox catalysisOrganic chemistryReaction conditionsPhotocatalysisAlkylAstronomyPhysicsPolymerRadical Photochemical ReactionsCatalytic C–H Functionalization MethodsSulfur-Based Synthesis Techniques