{"title":"硬脂酸钠介导的heck和heck cassar sonogashira反应:室温下的水性胶束催化","authors":"Kinjal Markana , Archana Cholera , Sunil Gadakh , Tushar Patel , Neha Baku , K.D. Ladva","doi":"10.1016/j.tetlet.2025.155744","DOIUrl":null,"url":null,"abstract":"<div><div>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.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"169 ","pages":"Article 155744"},"PeriodicalIF":1.5000,"publicationDate":"2025-07-23","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Sodium stearate-mediated heck and heck cassar sonogashira reactions: aqueous micellar catalysis at room temperature\",\"authors\":\"Kinjal Markana , Archana Cholera , Sunil Gadakh , Tushar Patel , Neha Baku , K.D. Ladva\",\"doi\":\"10.1016/j.tetlet.2025.155744\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>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.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"169 \",\"pages\":\"Article 155744\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-07-23\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Tetrahedron Letters\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S004040392500293X\",\"RegionNum\":4,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q3\",\"JCRName\":\"CHEMISTRY, ORGANIC\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Tetrahedron Letters","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S004040392500293X","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
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.
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.