Aminolysis of sulfinamoyl-esters, -sulfonamides and -sulfones. Thiooxamate and thiourea formation via a sulfine intermediate. Thiophilic or carbophilic reaction?
Aminolysis of sulfinamoyl-esters, -sulfonamides and -sulfones. Thiooxamate and thiourea formation via a sulfine intermediate. Thiophilic or carbophilic reaction?
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DOI：
10.1016/0040-4020(96)00919-2
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发表时间：
1996-11-18
期刊：
影响因子：
2.1
通讯作者：
Barthelat, JC
中科院分区：
文献类型：
--
作者：
Baltas, M;RaoufBenchekroun, K;Barthelat, JC
以亚砜甲酰基酯为原料，研究了亚砜甲酰基衍生物的氨解过程。中间亚砜的形成被Diels-Alder型加合物明确地证明。氨解产生最终的硫代氨基甲酸酯产物。建议在与仲胺的反应中加入一种亲碳加成物。与磺胺酰基、-砜类和-磺胺类一起，通过双胺解形成硫脲。版权所有爱思唯尔科学有限公司
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