A New Efficient Method for the Synthesis of Fused [1,2,5]Thiadiazoles and Their Dearomatization with C‐Nucleophiles

A New Efficient Method for the Synthesis of Fused [1,2,5]Thiadiazoles and Their Dearomatization with C‐Nucleophiles Full article

Journal

ChemistrySelect
ISSN: 2365-6549

Output data

Year: 2023, Volume: 8, Number: 43, Article number : e202303122, Pages count : DOI: 10.1002/slct.202303122

Authors

Fedorenko Alexey K. ¹ , Ivanova Victoria V. ^2,1 , Minyaev Mikhail E. ¹ , Bastrakov Maxim A. ¹ , Starosotnikov Alexey M. ¹

Affiliations

1	N.D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, Leninsky prosp. 47, 119991 Moscow, Russia
2	Higher Chemical College RAS, D.I. Mendeleev University of Chemical Technology of Russia, Miusskaya sq. 9, 125047 Moscow, Russia

General method for the annulation of [1,2,5]thiadiazole ring to pyridine and benzene cycle has been developed using sulfur monochloride as a sulfur source. On this basis a number of [1,2,5]thiadiazolo[4,3-b]pyridines and benzo[c]thiadiazoles were synthesized. The most π-deficient [1,2,5]thiadiazolo[4,3-b]pyridines readily react with neutral carbon nucleophiles such as CH-acids, indoles, pyrrole and phloroglucinol to give 1,4-adducts.

Fedorenko A.K. , Ivanova V.V. , Minyaev M.E. , Bastrakov M.A. , Starosotnikov A.M.
A New Efficient Method for the Synthesis of Fused [1,2,5]Thiadiazoles and Their Dearomatization with C‐Nucleophiles
ChemistrySelect. 2023. V.8. N43. e202303122 . DOI: 10.1002/slct.202303122 WOS Scopus OpenAlex

Web of science:	WOS:001102101600001
Scopus:	2-s2.0-85176394116
OpenAlex:	W4388691009

DB	Citing
OpenAlex	7
Scopus	7
Web of science	7