Simple approach towards phosphorus-substituted spiro 1,3,4-thiadiazolines

Simple approach towards phosphorus-substituted spiro 1,3,4-thiadiazolines Full article

Journal

Tetrahedron
ISSN: 0040-4020 , E-ISSN: 1464-5416

Output data

Year: 2024, Volume: 150, Article number : 133746, Pages count : DOI: 10.1016/j.tet.2023.133746

Authors

Kozlov Mikhail ¹ , Tyurin Alexey ¹ , Dmitrenok Andrey ¹ , Rusak Vyacheslav ¹ , Fedorov Aleksander ¹ , Zavarzin Igor ¹ , Volkova Yulia ¹

Affiliations

1	N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences 47 Leninsky prosp., 119991, Moscow, Russia

This study reports the first general, practical, and facile synthesis of phosphorus-substituted 1,3,4-thiadiazolines starting from phosphorylthioformic acid hydrazides and ketones. Various cyclic ketones were efficiently incorporated into spiro 1,3,4-thiadiazoline derivatives by a two-step sequence involving the heterocyclization with phosphorylthioformic acid hydrazides followed by the nitrogen acylation with acyl chlorides. The protocol is characterized by operational simplicity, readily available reagents, and functional group tolerance.

Kozlov M. , Tyurin A. , Dmitrenok A. , Rusak V. , Fedorov A. , Zavarzin I. , Volkova Y.
Simple approach towards phosphorus-substituted spiro 1,3,4-thiadiazolines
Tetrahedron. 2024. V.150. 133746 . DOI: 10.1016/j.tet.2023.133746 WOS Scopus OpenAlex

≡ Web of science:	WOS:001125040600001
≡ Scopus:	2-s2.0-85177839987
≡ OpenAlex:	W4388672719