PALLADIUM-CATALYZED SYNTHESIS OF ALPHA-DIALLYLATED KETOSULPHIDES OF BENZOTHIAZOLE AND THEIR TRANSFORMATION INTO DIALLYL THIIRANES AND TRIENES

Authors
CALO V FIANDANESE V NACCI A SCILIMATI A
Citation
V. Calo et al., PALLADIUM-CATALYZED SYNTHESIS OF ALPHA-DIALLYLATED KETOSULPHIDES OF BENZOTHIAZOLE AND THEIR TRANSFORMATION INTO DIALLYL THIIRANES AND TRIENES, Tetrahedron letters, 36(1), 1995, pp. 171-174
Citations number
10
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
36
Issue
1
Year of publication
1995
Pages
171 - 174
Database
ISI
SICI code
0040-4039(1995)36:1<171:PSOAKO>2.0.ZU;2-I
Abstract
alpha-Ketosulphides of benzothiazole 1 react with allylic carbonates i n the presence of palladium acetate in dichloromethane under mild cond itions affording alpha,alpha-diallylated ketosulphides 2 in high yield s. Reduction of 2 with sodium borohydride in isopropanol gives episulp hides which in turn can be transformed almost quantitatively into trie nes.