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Photoredox‐Catalyzed Trifunctionalization of 5‐Heteroaryl‐Substituted 1‐Hexenes or 5‐hexenenitriles <i>via</i> Remote Heteroaryl or Cyano Group Migration

Kang Guo

2023Advanced Synthesis & Catalysis14 citationsDOIOpen Access PDF

Abstract

Abstract A photoredox‐catalyzed trifunctionalization of 5‐heteroaryl‐substituted 1‐hexenes via remote heteroaryl migration and a photoredox‐catalyzed trifunctionalization of 5‐hexenenitriles via cyano migration are reported. This protocol provides access to a broad scope of CF n R‐containing ketones with high molecular complexity and functional group diversity. The reaction features mild conditions and high chemo‐ and regioselectivities. The success of gram‐scale reactions and the versatility of products in derivative synthesis illustrated the potential value of this transformation in synthetic chemistry.

Topics & Concepts

ChemistryPhotoredox catalysisCatalysisFunctional groupCombinatorial chemistryGroup (periodic table)Derivative (finance)Organic chemistryPhotocatalysisFinancial economicsEconomicsPolymerRadical Photochemical ReactionsSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization Methods