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Manganese‐Promoted Regioselective Direct <i>C3</i>‐Phosphinoylation of 2‐Pyridones

Tanakorn Kittikool, Kunita Phakdeeyothin, Teera Chantarojsiri, Sirilata Yotphan

2021European Journal of Organic Chemistry20 citationsDOI

Abstract

Abstract A highly efficient and regioselective manganese‐induced radical oxidative direct C−P bond formation between 2‐pyridones and secondary phosphine oxides was developed. The C3 ‐selective phosphinoylation was conveniently achieved through a combination of substoichiometric manganese and persulfate oxidant under mild conditions. Various 3‐phosphinoylated pyridone products can be obtained in moderate to high yields. Preliminary mechanistic studies suggest that the reaction is likely to involve a radical pathway induced by catalytically active Mn 3+ species.

Topics & Concepts

ChemistryRegioselectivityManganesePersulfatePhosphineCombinatorial chemistryMedicinal chemistryOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsSulfur-Based Synthesis TechniquesChemical Synthesis and Reactions
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