Visible-Light-Mediated Regioselective Organophotocatalytic C3-H Phosphonylation of Pyrazolo[1,5-a]pyrimidines

Авторы: Efremov Andrey N., Mitrofanov Alexander Yu, Beletskaya Irina P.
Журнал: Journal of Organic Chemistry
Том: 90
Номер: 47
Год издания: 2025
Издательство: American Chemical Society
Местоположение издательства: United States
Первая страница: 16730
Последняя страница: 16740
DOI: 10.1021/acs.joc.5c01957
Аннотация: In this work, we have developed an approach for direct regioselective phosphonylation of pyrazolo[1,5-a]pyrimidines in the presence of organophotocatalyst 4CzIPN under visible light irradiation to obtain a series of (pyrazolo[1,5-a]pyrimidin-3-yl)phosphonates. The discovered reaction represents the first example of direct phosphonylation of pyrazolo[1,5-a]pyrimidines. Various (pyrazolo[1,5-a]pyrimidine-3-yl)phosphonates containing both alkyl and aryl substituents at different positions were obtained in yields ranging from 39% to 95%. The use of commercially available 4CzIPN as a photocatalyst along with simple and mild reaction conditions, a wide range of substrates, the absence of heavy metals, as well as the use of clean energy, available oxidant, and a common solvent are all attractive features of this method.
Добавил в систему: Митрофанов Александр Юрьевич

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