硬脂酸钠介导的heck和heck cassar sonogashira反应:室温下的水性胶束催化

IF 1.5 4区 化学 Q3 CHEMISTRY, ORGANIC
Kinjal Markana , Archana Cholera , Sunil Gadakh , Tushar Patel , Neha Baku , K.D. Ladva
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引用次数: 0

摘要

本研究提出了一种新颖高效的Heck和Heck Cassar Sonogashira交叉偶联反应方案,采用硬脂酸钠表面活性剂(SSS)作为胶束催化剂在水介质中进行。硬脂酸钠是一种容易获得且具有成本效益的皂基表面活性剂,与传统表面活性剂(如TPGS-750M)和传统加热方法相比,具有优越的催化性能。所提出的方法具有几个明显的优势,包括降低制造成本、提高分离产量、增强可扩展性、最小化废物产生和增加化学可回收性。这些因素共同使这种办法在经济上和环境上都是可持续的。硬脂酸钠有效地促进了高反应转化,在温和的水条件下产生了理想的偶联产物。该方案被证明对基本药物分子的合成特别有价值,包括克达西汀发色团、5-氟尿嘧啶、动力学霉素- a、Pyr黄黄素和苯唑- a。通过使关键药效团的高效生产,这种替代方案的发展解决了制药研究和工业应用中的关键挑战。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
Sodium stearate-mediated heck and heck cassar sonogashira reactions: aqueous micellar catalysis at room temperature
This study presents a novel and efficient protocol for Heck and Heck Cassar Sonogashira cross-coupling reactions, employing sodium stearate surfactant (SSS) as a micellar catalyst in aqueous media. Sodium stearate, a readily available and cost-effective soap-based surfactant, demonstrates superior catalytic performance compared to conventional surfactants such as TPGS-750M and traditional heating methods. The proposed methodology offers several distinct advantages, including reduced manufacturing costs, improved isolated yields, enhanced scalability, minimized waste generation, and increased chemical recyclability. These factors collectively make this approach both economically and environmentally sustainable. Sodium stearate efficiently facilitates high reaction conversions, leading to excellent yields of the desired coupling products under mild aqueous conditions. This protocol proves particularly valuable for the syn thesis of essential drug molecules, including Kedarcidin chromophore, 5-fluorouracil, Dynemicin-A, Pyr rhoxanthin, and Phorbazole-A. The development of this alternative address’s critical challenges in pharmaceutical research and industrial applications by enabling the efficient production of key pharmacophores.
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来源期刊
Tetrahedron Letters
Tetrahedron Letters 化学-有机化学
CiteScore
3.50
自引率
5.60%
发文量
521
审稿时长
28 days
期刊介绍: Tetrahedron Letters provides maximum dissemination of outstanding developments in organic chemistry. The journal is published weekly and covers developments in techniques, structures, methods and conclusions in experimental and theoretical organic chemistry. Rapid publication of timely and significant research results enables researchers from all over the world to transmit quickly their new contributions to large, international audiences.
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