Efficient and economical three-component synthesis of pyrano[2,3-d]thiazol derivatives using deep eutectic solvent

Fatemeh Mohammad , Najmedin Azizi , Zohreh Mirjafari , Javad Mokhtari
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Abstract

Deep eutectic solvents (DESs), a promising class of ionic liquids, have emerged as versatile and sustainable media for organic synthesis due to their unique physicochemical properties. In this study, we report an efficient and practical one-pot, three-component protocol for the synthesis of substituted pyrano[2,3-d]thiazoles using aromatic aldehydes, malononitrile, and thiazolidinediones in DES. The methodology offers several advantages, including operational simplicity, broad substrate scope, shorter reaction times, and good to excellent yields. Importantly, the DES serves both as a solvent and a catalyst, providing a cost-effective and environmentally friendly alternative to conventional methods. Furthermore, the DES system demonstrates excellent recyclability, maintaining its catalytic performance and product yields over seven consecutive cycles. This approach highlights the potential of DESs as green media for the development of sustainable synthetic transformations.

Abstract Image

用深度共熔溶剂高效经济地合成吡喃[2,3-d]噻唑衍生物
深共晶溶剂(DESs)是一类很有前途的离子液体,由于其独特的物理化学性质,已成为有机合成的通用和可持续的介质。在这项研究中,我们报告了一种高效实用的一锅三组分方案,用于在DES中使用芳香醛、丙二腈和噻唑烷二酮合成取代吡喃[2,3-d]噻唑。该方法具有操作简单、底物范围广、反应时间短、收率高等优点。重要的是,DES既可以作为溶剂,也可以作为催化剂,为传统方法提供了一种经济、环保的替代方案。此外,DES系统表现出优异的可回收性,在连续七个循环中保持其催化性能和产品收率。这一方法突出了发展中经济环境作为发展可持续综合转变的绿色媒介的潜力。
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CiteScore
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