Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones

Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones

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 oxidan...

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Main Authors: Tanakorn Kittikool, Kunita Phakdeeyothin, Teera Chantarojsiri, Sirilata Yotphan
Other Authors: Mahidol University
Format: Article
Published: 2022
Subjects:
Chemistry
Online Access:https://repository.li.mahidol.ac.th/handle/123456789/76605
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spelling th-mahidol.766052022-08-04T15:23:25Z Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones Tanakorn Kittikool Kunita Phakdeeyothin Teera Chantarojsiri Sirilata Yotphan Mahidol University Chemistry 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 Mn3+ species. 2022-08-04T08:23:25Z 2022-08-04T08:23:25Z 2021-06-07 Article European Journal of Organic Chemistry. Vol.2021, No.21 (2021), 3071-3078 10.1002/ejoc.202100336 10990690 1434193X 2-s2.0-85110470805 https://repository.li.mahidol.ac.th/handle/123456789/76605 Mahidol University SCOPUS https://www.scopus.com/inward/record.uri?partnerID=HzOxMe3b&scp=85110470805&origin=inward
institution Mahidol University
building Mahidol University Library
continent Asia
country Thailand
Thailand
content_provider Mahidol University Library
collection Mahidol University Institutional Repository
topic Chemistry
spellingShingle Chemistry
Tanakorn Kittikool
Kunita Phakdeeyothin
Teera Chantarojsiri
Sirilata Yotphan
Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
description 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 Mn3+ species.
author2 Mahidol University
author_facet Mahidol University
Tanakorn Kittikool
Kunita Phakdeeyothin
Teera Chantarojsiri
Sirilata Yotphan
format Article
author Tanakorn Kittikool
Kunita Phakdeeyothin
Teera Chantarojsiri
Sirilata Yotphan
author_sort Tanakorn Kittikool
title Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
title_short Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
title_full Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
title_fullStr Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
title_full_unstemmed Manganese-Promoted Regioselective Direct C3-Phosphinoylation of 2-Pyridones
title_sort manganese-promoted regioselective direct c3-phosphinoylation of 2-pyridones
publishDate 2022
url https://repository.li.mahidol.ac.th/handle/123456789/76605
_version_ 1763488201204301824

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