N -杂环卡宾通过1,4 -合成子合成RITA药物的策略及DFT研究**

IF 2.8 4区化学 Q1 CHEMISTRY, ORGANIC

Asian Journal of Organic Chemistry Pub Date : 2025-05-01 DOI:10.1002/ajoc.202400761

Dr. Nithya Murugesh , Saravanan Saranya , Dr. Packirisamy Kuzhalmozhi Madarasi , Rekha Muthuvel , Prof. Ramasamy Karvembu , Dr. Seenuvasan Vedachalam

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引用次数: 0

摘要

本文介绍了以二乙烯基砜和相应的醛为底物，通过双Stetter反应合成取代对称1,4 -丁二酮衍生物的高效简便方法。对噻吩- 2 -甲醛生成1,4 -二（噻吩- 2 -基）丁烷- 1,4 -二酮进行了理论研究和DFT计算，并提出了反应机理。底物1,4‐二（噻吩‐2‐基）丁烷‐1,4‐二酮经Paal - Knorr呋喃合成，Vilsmeier‐Haack二甲酰化，然后硼氢化钠还原，获得RITA药物。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Synthetic Strategy of RITA Drug Enabled by N‐Heterocylic Carbene via 1,4‐Synthon Formation and DFT Studies**

This paper describes an efficient and convenient procedure to synthesize substituted symmetrical 1,4‐butanedione derivatives via a double Stetter reaction using divinyl sulfone and corresponding aldehydes with broad substrate scopes. A theoretical investigation and DFT calculation were studied to form 1,4‐di(thiophene‐2‐yl)butane‐1,4‐dione from thiophene‐2‐carboxaldehyde and the mechanism was proposed. A substrate 1,4‐di(thiophene‐2‐yl)butane‐1,4‐dione was subjected to Paal Knorr furan synthesis, Vilsmeier‐Haack di‐formylation followed by sodium borohydride reduction delivered the RITA drug.

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来源期刊

Asian Journal of Organic Chemistry CHEMISTRY, ORGANIC-

CiteScore

4.70

自引率

3.70%

发文量

372

期刊介绍： Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC) The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.