SYNTHESIS OF SULFINES BY OXIDATION OF TRITHIOPERESTERS AND THEIR REARRANGEMENT INTO ACYLTRISULFIDES

Citation
C. Leriverend et P. Metzner, SYNTHESIS OF SULFINES BY OXIDATION OF TRITHIOPERESTERS AND THEIR REARRANGEMENT INTO ACYLTRISULFIDES, Tetrahedron letters, 35(29), 1994, pp. 5229-5230
Citations number
12
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
00404039
Volume
35
Issue
29
Year of publication
1994
Pages
5229 - 5230
Database
ISI
SICI code
0040-4039(1994)35:29<5229:SOSBOO>2.0.ZU;2-I
Abstract
Trithioperesters were synthesised by sulfenylation of halomagnesium al kanedithioates with alkylthiotoluenesulfonates and oxidised by mCPBA. The chemoselective conversion of a thiocarbonyl group into a sulfine m oiety was achieved in three cases to yield the first examples of trith ioperester sulfines. These compounds undergo at room temperature a nov el rearrangement to acyltrisulfides.