Preparative procedure of dihalosulfenylation: Thiobisamines addition to unsaturated compounds in the presence of phosphorus oxyhalides and halides

Authors
Zyk, NV Beloglazkina, EK Vatsadze, SZ Titanyuk, ID Dubinskaya, YA
Citation
Nv. Zyk et al., Preparative procedure of dihalosulfenylation: Thiobisamines addition to unsaturated compounds in the presence of phosphorus oxyhalides and halides, RUSS J ORG, 36(6), 2000, pp. 794-800
Citations number
19
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
RUSSIAN JOURNAL OF ORGANIC CHEMISTRY
ISSN journal
10704280 → ACNP
Volume
36
Issue
6
Year of publication
2000
Pages
794 - 800
Database
ISI
SICI code
1070-4280(200006)36:6<794:PPODTA>2.0.ZU;2-E
Abstract
A new synthetic method was developed for beta,beta'-dihaloalkyl sulfides (h alogen chlorine or bromine) by reaction of thiobisamines with olefins and a lkynes in the presence of the appropriate phosphorus halides. The reaction proceeds along electrophilic mechanism affording trans-addition products. T he highest yields of the target products were obtained at POBr3 or POCl3 ap plication.