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氢氧化钾介导的二硫代酸酯与芳基乙腈通过双组分环化反应合成取代异噻唑。

KOH-Mediated Synthesis of Substituted Isothiazoles via Two-Component Annulation with Dithioate and Aryl Acetonitrile.

作者信息

Meher Sushanta Kumar, Velpuri Venkateswara Rao, Naikwade Shyamali Rajendra, Peruncheralathan Saravanan, Venkatasubbaiah Krishnan

机构信息

School of Chemical Sciences, National Institute of Science Education and Research (NISER), Bhubaneswar, an OCC of Homi Bhabha National Institute, Bhubaneswar-752050, Odisha, India.

出版信息

J Org Chem. 2024 Sep 6;89(17):12785-12789. doi: 10.1021/acs.joc.4c01222. Epub 2024 Aug 20.

Abstract

We report a simple synthetic method for obtaining 3-hydroxy-4,5-disubstituted isothiazoles utilizing dithioester and aryl acetonitrile. The isothiazoles obtained in this method involve the formation of new C-C, C-O, and N-S bonds in one step using a simple base such as KOH under aerial conditions. The 3-hydroxy-4,5-disubstituted isothiazole was successfully employed for further functionalization. The strategy provides high selectivity for the synthesis of isothiazoles, which may have applications in pharmaceuticals, organic materials, and agrochemicals in both academic and industrial settings.

摘要

我们报道了一种利用二硫酯和芳基乙腈制备3-羟基-4,5-二取代异噻唑的简单合成方法。通过该方法得到的异噻唑涉及在空气中使用诸如氢氧化钾之类的简单碱一步形成新的C-C、C-O和N-S键。3-羟基-4,5-二取代异噻唑已成功用于进一步官能化。该策略为异噻唑的合成提供了高选择性,在学术和工业领域的药物、有机材料及农用化学品方面可能具有应用价值。

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