Aminolysis of sulfinamoyl-esters, -sulfonamides and -sulfones. Thiooxamate and thiourea formation via a sulfine intermediate. Thiophilic or carbophilic reaction?

被引：12

作者：

Baltas, M

RaoufBenchekroun, K

DeBlic, A

Cazaux, L

Tisnes, P

Gorrichon, L

Hussein, K

Barthelat, JC

机构：

[1] UNIV TOULOUSE 3,CNRS,UA ESA 5068,F-31062 TOULOUSE,FRANCE

[2] UNIV TOULOUSE 3,IRSAMC,PHYS QUANT LAB,CNRS,UMR 5626,F-31062 TOULOUSE,FRANCE

来源：

TETRAHEDRON | 1996年 / 52卷 / 47期

关键词：

D O I：

10.1016/0040-4020(96)00919-2

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The aminolysis process of sulfinamoyl derivatives was investigated with sulfinamoyl esters. An intermediate sulfine was unambiguously evidenced 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 -sulfonamides, a thiourea is formed resulting from a double aminolysis. Copyright (C) 1996 Elsevier Science Ltd

引用

页码：14865 / 14876

页数：12