A new approach to the pyrrolo[3,4-d] pyrimidine system via tandem Staudinger/aza-Wittig reaction of 5-acyl-4-azidomethyl-3,4-dihydropyrimidin-2(1H)-ones

A new approach to the pyrrolo[3,4-d] pyrimidine system via tandem Staudinger/aza-Wittig reaction of 5-acyl-4-azidomethyl-3,4-dihydropyrimidin-2(1H)-ones Научная публикация

Журнал

Chemistry of Heterocyclic Compounds
ISSN: 1573-8353 , E-ISSN: 0009-3122

Вых. Данные

Год: 2024, Том: 59, Страницы: 793-798 Страниц : 6 DOI: 10.1007/s10593-024-03273-8

Авторы

Fesenko Anastasia A. ¹ , Grigoriev Mikhail S. ² , Shutalev Anatoly D. ¹

Организации

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Ave., Moscow, 119991, Russia
2	Frumkin Institute of Physical Chemistry and Electrochemistry, Russian Academy of Sciences, 31, Build. 4 Leninsky Ave., Moscow, 119071, Russia

A novel access to pyrrolo[3,4-d]pyrimidine scaffold via tandem Staudinger/intramolecular aza-Wittig reaction of 5-acyl-4-(1-azidoalkyl)-3,4-dihydropyrimidin-2(1H)-ones promoted by PPh3 was developed. Synthesis of the starting pyrimidinones involved the reaction of readily available N-[(2-azido-1-tosyl)alkyl]ureas with Na enolates of benzoylacetone or acetylacetone followed by acid-catalyzed dehydration of the resulting products without their isolation.

Fesenko A.A. , Grigoriev M.S. , Shutalev A.D.
A new approach to the pyrrolo[3,4-d] pyrimidine system via tandem Staudinger/aza-Wittig reaction of 5-acyl-4-azidomethyl-3,4-dihydropyrimidin-2(1H)-ones
Chemistry of Heterocyclic Compounds. 2024. V.59. P.793-798. DOI: 10.1007/s10593-024-03273-8 WOS OpenAlex

Web of science:	WOS:001138395100001
OpenAlex:	W4390729193

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