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

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 ke...

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Published inOrganic letters Vol. 26; no. 44; p. 9503
Main Authors He, Ke-Han, Jin, Na, Chen, Jia-Cai, Zheng, You-Fen, Pan, Fei
Format Journal Article
LanguageEnglish
Published United States 28.10.2024
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Summary: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.
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ISSN:1523-7060
1523-7052
1523-7052
DOI:10.1021/acs.orglett.4c03456