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One-pot synthesis of 1,3,5-triazine-2,4-dithione derivatives via three-component reactions.
Beilstein Journal of Organic Chemistry ( IF 2.2 ) Pub Date : 2020-06-24 , DOI: 10.3762/bjoc.16.120
Gui-Feng Kang 1 , Gang Zhang 2
Affiliation  

A catalyst-free one-pot synthetic methodology was developed for the preparation of 1,3,5-triazine-2,4-dithione derivatives through three-component reactions of arylaldehydes, thiourea, and orthoformates. The procedure tolerated a diverse range of arylaldehydes and orthoformates and provided a rapid entry to a variety of 4-aryl-6-(alkylthio)-3,4-dihydro-1,3,5-triazine-2(1H)-thiones (29 examples). The synthetic strategy relies on the dual role of thiourea in the cyclization with the aldehydes and the alkylation via an intermediate imidate formation. The structures of 1,3,5-triazine-2,4-dithione derivatives were characterized by spectroscopic techniques as well as by single crystal X-ray diffraction.

中文翻译:

通过三组分反应一锅法合成1,3,5-三嗪-2,4-二硫酮衍生物。

开发了一种无催化剂的一锅法合成方法,用于通过芳基醛,硫脲和原甲酸酯的三组分反应制备1,3,5-三嗪-2,4-二硫酮衍生物。该方法耐受各种芳基醛和原甲酸酯,并提供了快速进入多种4-芳基-6-(烷硫基)-3,4-二氢-1,3,5-三嗪-2(1 H)-硫酮的途径。 (29个示例)。合成策略依赖于硫脲在醛的环化和经由中间亚氨酸酯形成的烷基化中的双重作用。1,3,5-三嗪-2,4-二硫酮衍生物的结构通过光谱技术以及单晶X射线衍射进行了表征。
更新日期:2020-06-24
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