We found a match
Your institution may have access to this item. Find your institution then sign in to continue.
- Title
Alkylation of 2-Sulfanylbenzoxazole with α-Iodoketones in the Absence of Bases.
- Authors
Shagun, L. G.; Dorofeev, I. A.; Zhilitskaya, L. V.; Yarosh, N. O.; Larina, L. I.
- Abstract
Reaction of 2-sulfanylbenzoxazole with 1-iodopropan-2-one, 2-iodo-1-phenylethanone, and 2-iodo-1-(thiophen-2-yl)ethanone without solvent and bases afforded bis(benzoxazol-2-yl)disulfonium derivatives in a single preparative stage. The reaction proceeds as a domino-process and includes the alkylation of a sulfanyl group of benzoxazole, the reduction of iodoketone with hydrogen iodide, the oxidation of 2-sulfanylbenzoxazole to disulfide, the alkylation of disulfide atoms of sulfur, and the formation of triiodideanions. The yield of disulfonium derivatives increases twice in the presence of equimolar amount of iodine.
- Subjects
ALKYLATION; BENZOXAZOLES; HETEROCYCLIC compounds; HYDROXYACETOPHENONES; SOLVENTS; BASES (Chemistry)
- Publication
Russian Journal of Organic Chemistry, 2018, Vol 54, Issue 8, p1228
- ISSN
1070-4280
- Publication type
Article
- DOI
10.1134/S1070428018080183