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- Title
Oxidative Cross-Coupling of Cysteamine with Secondary Phosphine Chalcogenides: Aspects of Reaction Chemoselectivity.
- Authors
Khrapova, K. O.; Gusarova, N. K.; Telezhkin, A. A.; Volkov, P. A.; Ivanova, N. I.; Larina, L. I.; Apartsin, K. A.; Kireeva, V. V.; Trofimov, B. A.
- Abstract
Cysteamine (2-aminoethanethiol) undergoes oxidative cross-coupling with secondary phosphine sulfides and phosphine selenides under mild conditions (room temperature, 2–5 h, CCl4/Et3N) to give products of monocoupling at the amino group (ethylchalcogenophosphinic amides with free SH functions) and dicoupling (l-chalcogenophosphorylamino-2-chalcogenothioethanes) in 72–85% total yield. Under similar conditions, stirring an equimolar mixture of bis(2-phenylethyl)phosphine sulfide (or selenide), 1-butylamine, and 1-butanethiol leads to the chemoselective formation of the corresponding chalcogenophosphinic amides in high yield.
- Subjects
CHEMOSELECTIVITY; PHOSPHINE; CYSTEAMINE; CHALCOGENIDES; SELENIDES; AMINO group; COUPLING reactions (Chemistry); SECONDARY amines
- Publication
Doklady Chemistry, 2020, Vol 490, Issue 1, p11
- ISSN
0012-5008
- Publication type
Article
- DOI
10.1134/S0012500820010048