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Photo‐Mediated Decarboxylative Ketonization of Atropic Acids with Sulfonyl Hydrazides: Direct Access to <i>β</i>‐Ketosulfones

Jie Chen, Zoe G. Allyson, Jingrui Xin, Zhi Guan, Yan‐Hong He

2020Advanced Synthesis & Catalysis22 citationsDOI

Abstract

Abstract An efficient formation of synthetically and biologically relevant β ‐ketosulfones via a photo‐mediated decarboxylative ketonization of atropic acids was disclosed. The approach features metal‐free conditions, good functional group compatibility, readily available starting materials and the use of ubiquitous dioxygen as both oxygen source and oxidant. Furthermore, mechanistic studies reveal that the decarboxylative ketonization reaction proceeds via a radical mechanism and may involve a radical chain reaction. magnified image

Topics & Concepts

ChemistrySulfonylDecarboxylationCombinatorial chemistryMolecular oxygenCatalysisOrganic chemistryAlkylSulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsRadical Photochemical Reactions