AMINOLYSIS OF SULFINAMOYL-ESTERS, SULFINAMOYL-SULFONAMIDES AND SULFINAMOYL-SULFONES - THIOOXAMATE AND THIOUREA FORMATION VIA A SULFINE INTERMEDIATE - THIOPHILIC OR CARBOPHILIC REACTION

Authors
BALTAS M RAOUFBENCHEKROUN K DEBLIC A CAZAUX L TISNES P GORRICHON L HUSSEIN K BARTHELAT JC
Citation
M. Baltas et al., AMINOLYSIS OF SULFINAMOYL-ESTERS, SULFINAMOYL-SULFONAMIDES AND SULFINAMOYL-SULFONES - THIOOXAMATE AND THIOUREA FORMATION VIA A SULFINE INTERMEDIATE - THIOPHILIC OR CARBOPHILIC REACTION, Tetrahedron, 52(47), 1996, pp. 14865-14876
Citations number
34
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
Tetrahedron → ACNP
ISSN journal
00404020
Volume
52
Issue
47
Year of publication
1996
Pages
14865 - 14876
Database
ISI
SICI code
0040-4020(1996)52:47<14865:AOSSAS>2.0.ZU;2-A
Abstract
The aminolysis process of sulfinamoyl derivatives was investigated wit h sulfinamoyl esters. An intermediate sulfine was unambiguously eviden ced by formation of a Diels-Alder type adduct. The aminolysis leads to final thiooxamate products. A carbophilic addition was suggested for the reaction with secondary amines. With sulfinamoyl, -sulfones and -s ulfonamides, a thiourea is formed resulting from a double aminolysis. Copyright (C) 1996 Elsevier Science Ltd