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Synthesis of thiazolidinimines/thiazinan-2-imines via three-component coupling of amines, vic-dihalides and isothiocyanates under metal-free conditions
Synthetic Communications ( IF 2.1 ) Pub Date : 2021-02-12 , DOI: 10.1080/00397911.2021.1880594
Rahul Kumar 1, 2 , Abhisek Joshi 1, 2 , Deepa Rawat 1, 2 , Subbarayappa Adimurthy 1, 2
Affiliation  

Abstract

An expeditious approach for the synthesis of thiazolidin-2-imines and 1,3-thiazinan-2-imines through three-components coupling (TCC) of amines, isothiocynates and dihalides under metal-free conditions has been described. Dichloroethane (DCE) employed as two carbon (C2) source for the annulation and obtained saturated five membered heterocycles.With 1,3-dibromopropane, six membered heterocycles were obtained in good yields. The metal-free, broad substrate scope, functional group tolerance and applicability at gram scale synthesis are the advantages of the present protocol.



中文翻译:

在无金属条件下通过胺,vic-二卤化物和异硫氰酸酯的三组分偶联合成噻唑烷亚胺/噻嗪南-2-亚胺

摘要

已经描述了一种在无金属条件下通过胺,异硫氰酸酯和二卤化物的三组分偶联(TCC)合成噻唑烷二-2-亚胺和1,3-噻嗪南-2-亚胺的快速方法。用二氯乙烷(DCE)作为两个碳(C2)源进行环化,得到饱和的五元杂环.1,3-二溴丙烷可得到六元杂环,收率很高。无金属,较宽的底物范围,官能团耐受性和克级合成的适用性是本方案的优点。

更新日期:2021-03-23
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