Diastereoselective synthesis of functionalized dispiro[imidazothiazolotriazine-pyrrolidine-oxindoles] based on the reaction of azomethine ylides with tetrasubstituted alkenes

Diastereoselective synthesis of functionalized dispiro[imidazothiazolotriazine-pyrrolidine-oxindoles] based on the reaction of azomethine ylides with tetrasubstituted alkenes Full article

Journal

Russian Chemical Bulletin
ISSN: 1573-9171 , E-ISSN: 1066-5285

Output data

Year: 2025, Volume: 74, Number: 10, Pages: 3130-3137 Pages count : 8 DOI: 10.1007/s11172-025-4793-1

Authors

Streltsov A.A. ¹ , Izmest’ev A.N. ¹ , Vinogradov D.B. ¹ , Kravchenko A.N. ¹ , Gazieva G.A. ¹

Affiliations

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

A series of dispiro-fused imidazothiazolotriazine-pyrrolidine-oxindoles with two ester groups in the pyrrolidine ring was synthesized by the [3+2] cycloaddition of azomethine ylides to dipolarophiles, functionalized imidazothiazolotriazines bearing tetrasubstituted double bonds. The treatment of the synthesized compounds with bases resulted in the selective hydrolysis of one of the two ester groups thus providing possibility for the target modification of the compound functionality and synthesis of the corresponding carboxylic acids and then amides in good yields.

Streltsov A.A. , Izmest’ev A.N. , Vinogradov D.B. , Kravchenko A.N. , Gazieva G.A.
Diastereoselective synthesis of functionalized dispiro[imidazothiazolotriazine-pyrrolidine-oxindoles] based on the reaction of azomethine ylides with tetrasubstituted alkenes
Russian Chemical Bulletin. 2025. V.74. N10. P.3130-3137. DOI: 10.1007/s11172-025-4793-1 WOS Scopus OpenAlex

≡ Web of science:	WOS:001618041200018
≡ Scopus:	2-s2.0-105022421974
≡ OpenAlex:	W7105993273