SULFENYL CHLORIDE CHEMISTRY - PRECURSORS FOR DIATOMIC SULFUR TRANSFER

Authors
ABUYOUSEF IA HARPP DN
Citation
Ia. Abuyousef et Dn. Harpp, SULFENYL CHLORIDE CHEMISTRY - PRECURSORS FOR DIATOMIC SULFUR TRANSFER, Tetrahedron letters, 35(39), 1994, pp. 7167-7170
Citations number
16
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron letters → ACNP
ISSN journal
00404039
Volume
35
Issue
39
Year of publication
1994
Pages
7167 - 7170
Database
ISI
SICI code
0040-4039(1994)35:39<7167:SCC-PF>2.0.ZU;2-5
Abstract
Triphenylmethanethiosulfenyl chloride 1 [(C6H5)3CSSCl] ( and its dithi o homolog 2 [(C6H5)(3)CSSSCl]) give stable addition products (ca. 85% yield) with cyclopentene and cyclohexene. When these adducts are warme d with a diene, they deliver diatomic sulfur-trapped derivatives. Thes e tetrasulfides are quantitatively converted to the corresponding disu lfide 3 with triphenylphosphine; this affords cyclic disulfides in > 5 0% isolated yield from the diene. In addition, evidence has been obtai ned implicating dithietane intermediate 4.