[3 + 2] Cycloaddition of thioformylium methylide with various arylidene-azolones in the synthesis of 7-thia-3-azaspiro[4.4]nonan-4-ones.

ABSTRACT: Thioformylium methylide, which is readily generated from chloromethyl(trimethylsilyl)methyl sulfide by the action of fluoride, is used for the synthesis of spirocyclic derivatives from arylidene-azolones. Four types of the corresponding heterocycles have been studied. A series of 7-thia-3-azaspiro[4.4]nonan-4-ones was obtained with yields varying from 17 to 99%. The stereochemical study revealed selective formation of single either cis or trans stereoisomers, dependent on the heterocycle core used.

SUBMITTER: Rudik DI 

PROVIDER: S-EPMC12415905 | biostudies-literature | 2025

REPOSITORIES: biostudies-literature