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Ketone Skeletal Modification via a Metallaphotoredox-Catalyzed Deacylation and Acylation Strategy

Ke‐Han He, Na Jin, J. Paul Chen, You-Fen Zheng, Fei Pan

2024Organic Letters14 citationsDOI

Abstract

Herein, we describe a dual catalytic strategy that employs dihydroquinazolinones, derived from ketone analogs, as versatile intermediates for acylation via α C-C cleavage with 2-pyridyl esters, facilitating the efficient synthesis of a variety of ketones. The reaction accommodates a wide range of ketones and carboxylic acids, showing tolerance to various functional groups. The versatility of this synthetic technique is further highlighted through its application in the late-stage modification of pharmaceuticals and biologically active natural products.

Topics & Concepts

ChemistryAcylationCatalysisKetoneCombinatorial chemistryOrganic chemistryClick Chemistry and ApplicationsChemical Synthesis and AnalysisFluorine in Organic Chemistry
Ketone Skeletal Modification via a Metallaphotoredox-Catalyzed Deacylation and Acylation Strategy | Litcius