HETERO-1,3-DIPOLAR CYCLOADDITIONS OF DITHIOLANE-ISOCYANATE IMINIUM METHYLIDES - A NOVEL ROUTE TO 1,3-OXAZOLIDINE-2-THIONES AND 1,3-OTHIAZOLIDINE-2-THIONES

Citation
Cwg. Fishwick et al., HETERO-1,3-DIPOLAR CYCLOADDITIONS OF DITHIOLANE-ISOCYANATE IMINIUM METHYLIDES - A NOVEL ROUTE TO 1,3-OXAZOLIDINE-2-THIONES AND 1,3-OTHIAZOLIDINE-2-THIONES, Tetrahedron letters, 37(5), 1996, pp. 711-714
Citations number
13
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
37
Issue
5
Year of publication
1996
Pages
711 - 714
Database
ISI
SICI code
0040-4039(1996)37:5<711:HCODIM>2.0.ZU;2-3
Abstract
Dithiolane- isocyanate imminium methylides which are a new type of azo methine methylide-derived 1,3-dipole undergo efficient and regioselect ive cycloaddition to conjugated carbonyls and thiocarbonyls to yield p redominantly 1,3-oxazolidine- and thiazolidine-2-thiones formed from t he initial cycloadducts via loss of thurane.