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Efficient synthesis of N-arylbenzo[d]thiazol-2-amine derivatives from Benzo[d]thiazole-2-thiols under metal-free condition
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2023-07-21 , DOI: 10.1016/j.tetlet.2023.154662
Son Nguyen Thi , Duc Nguyen Van , Linh Nguyen Nhat Thuy , Dung Pham Phu , Anh Pham Nam , Yen Nguyen Hoang , Boi Luu Van

This study reports a new synthetic approach leading to N-arylbenzo[d]thiazol-2-amine derivatives. Our synthetic method involves a S-alkylation reaction of various benzo[d]thiazole-2-thiols and 2-chloro-N-arylacetamides and a subsequent fragmentation step via Smiles rearrangement. This synthetic procedure is widely applicable, affords the N-arylbenzo[d]thiazol-2-amine derivatives in good to excellent yields, and uses nontoxic and less expensive chemicals under mild condition.



中文翻译:

无金属条件下苯并[d]噻唑-2-硫醇高效合成N-芳基苯并[d]噻唑-2-胺衍生物

这项研究报道了一种新的合成方法,可产生N-芳基苯并[ d ]噻唑-2-胺衍生物。 我们的合成方法涉及各种苯并[ d ]噻唑-2-硫醇和 2-氯-N-芳基乙酰胺的S-烷基化反应以及随后通过Smiles重排进行的断裂步骤。该合成方法应用广泛,以良好至优异的收率提供N-芳基苯并[ d ]噻唑-2-胺衍生物,并且在温和条件下使用无毒且较便宜的化学品。

更新日期:2023-07-26
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