Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction,Organic Letters

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Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction
Organic Letters ( IF 4.9 ) Pub Date : 2017-04-07 00:00:00 , DOI: 10.1021/acs.orglett.7b00819
Wei Tan ₁ , Jianpeng Wei ₁ , Xuefeng Jiang _{1,

2}

Affiliation

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

中文翻译：

通过硫和氯仿结合的硫代羰基替代物来制备硫脲和恶唑烷硫酮

已经开发了通过硫和氯仿的组合的有效和实用的硫代羰基替代物。已经建立了多种硫代脲和恶唑烷硫酮，包括具有高选择性的手性硫脲催化剂和手性恶唑烷硫酮助剂。同时，实际上通过克方法通过该方法合成了杀虫剂Diafenthiuron（一种杀螨剂），ANTU（一种灭鼠剂）和Chloromethiuron（一种杀虫剂）。通过卡宾捕集控制实验进一步确认了作为主要中间体的双氯卡宾。

更新日期：2017-04-07

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