A novel synthesis of 13-dithiol-2-ones from S-propargyl dithiocarbonates
Upon heating in chlorobenzene in the presence of a carboxylic acid, propargylic xanthates 1b-h give the corresponding 1,3-dithiol-2-ones 10b-h and/or 11b-h, the former being easily isomerised to the latter with hot trifluoroacetic acid.
Boivin, Jean,Henriet, Eric,Tailhan, Catherine,Zard, Samir Z.
Free radical reaction of diisopropyl xanthogen disulfide with unsaturated systems
1,3-Dithiol-2-ones are prepared in one pot reaction from commercially available diisopropyl xanthogen disulfide (2) and alkynes under radical conditions. The 5-membered heterocycle is formed via a ring closure of vinyl radical (7) resulting from the thio radical addition of 5 to an alkyne. The reaction worked best for alkynes conjugated with a C=C double bond. The oxygen atoms of reagent (2) could be replaced by sulfur and this new reagent furnished 1,3-dithiol-2-thiones under radical conditions.
Gareau, Yves,Beauchemin, Andre
p. 2003 - 2017
(2007/10/03)
More Articles about upstream products of 49675-89-0