A novel recyclable sulfur monoxide transfer reagent

Authors
Grainger, RS Procopio, A Steed, JW
Citation
Rs. Grainger et al., A novel recyclable sulfur monoxide transfer reagent, ORG LETT, 3(22), 2001, pp. 3565-3568
Citations number
37
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
ORGANIC LETTERS
ISSN journal
15237060 → ACNP
Volume
3
Issue
22
Year of publication
2001
Pages
3565 - 3568
Database
ISI
SICI code
1523-7060(20011101)3:22<3565:ANRSMT>2.0.ZU;2-9
Abstract
[GRAPHICS] Trisulfide 2-oxide 11 has been prepared from disulfide 9 via reduction to t he corresponding dithiol and subsequent trapping with thionyl chloride. Hea ting trisulfide oxide 11 in the presence of dienes results in transfer of s ulfur monoxide to form cyclic unsaturated sulfoxides 13 in good to excellen t yields, along with recovery of disulfide 9. A Pummerer reaction can be us ed to convert the cyclic sulfoxides into thiophenes.