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Enantioselective cyanation of propargylic C–H bonds <i>via</i> cooperative photoredox and copper catalysis

Yunshun Deng, Ronghua Lu, Pinhong Chen, Guosheng Liu

2023Chemical Communications26 citationsDOIOpen Access PDF

Abstract

Herein, we report an enantioselective cyanation of propargylic C-H bonds by combining photoredox catalysis with a copper-catalyzed radical relay in which the propargylic radical was generated by an intramolecular 1,5-HAT process. This reaction provides easy access to optically pure propargyl nitrile compounds under mild conditions.

Topics & Concepts

CyanationEnantioselective synthesisPropargylIntramolecular forceChemistryNitrileCatalysisCopperCombinatorial chemistryPhotoredox catalysisAlkynePhotochemistryMedicinal chemistryOrganic chemistryPhotocatalysisCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsSulfur-Based Synthesis Techniques
Enantioselective cyanation of propargylic C–H bonds <i>via</i> cooperative photoredox and copper catalysis | Litcius