{"title":"通过氧化C(sp2) -C (sp2)交叉偶联†,香豆素屏蔽羧酸衍生物与丙烯酸酯的区域选择性烯基化","authors":"Kalakonda Raga Chaitanya, Srinivas Ambala, Bheeshma Geetanjali Kodiripaka and Bathini Nagendra Babu","doi":"10.1039/D4NJ04014G","DOIUrl":null,"url":null,"abstract":"<p >Here, we demonstrate the regio-selective C–H alkenylation reaction with acrylates by a rhodium-catalyzed reaction of PMS (phenylmethyl sulfoximine) directed 2-oxo-2<em>H</em>-chromene-3-carboxylic acid derivatives. The current C(sp<small><sup>2</sup></small>)–C(sp<small><sup>2</sup></small>) cross-coupling strategy could deliver a variety of C4-alkenylated coumarin carboxylic acid manifolds in an economical fashion. The key aspects of this method encompass its one-pot nature, straightforward workup process, higher yields, broad substrate compatibility, including various functional groups, and suitability for scale-up synthesis. The derivatives of the current protocol are also highly useful in attaining the various alkenylated coumarin-derived acid derivatives, which can also be useful for the synthesis of complex drug molecules.</p>","PeriodicalId":95,"journal":{"name":"New Journal of Chemistry","volume":" 47","pages":" 19742-19745"},"PeriodicalIF":2.5000,"publicationDate":"2024-11-15","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"Regioselective alkenylation of masked carboxylic acid derivatives of coumarins with acrylates via oxidative C(sp2)–C(sp2) cross-coupling†\",\"authors\":\"Kalakonda Raga Chaitanya, Srinivas Ambala, Bheeshma Geetanjali Kodiripaka and Bathini Nagendra Babu\",\"doi\":\"10.1039/D4NJ04014G\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p >Here, we demonstrate the regio-selective C–H alkenylation reaction with acrylates by a rhodium-catalyzed reaction of PMS (phenylmethyl sulfoximine) directed 2-oxo-2<em>H</em>-chromene-3-carboxylic acid derivatives. The current C(sp<small><sup>2</sup></small>)–C(sp<small><sup>2</sup></small>) cross-coupling strategy could deliver a variety of C4-alkenylated coumarin carboxylic acid manifolds in an economical fashion. The key aspects of this method encompass its one-pot nature, straightforward workup process, higher yields, broad substrate compatibility, including various functional groups, and suitability for scale-up synthesis. The derivatives of the current protocol are also highly useful in attaining the various alkenylated coumarin-derived acid derivatives, which can also be useful for the synthesis of complex drug molecules.</p>\",\"PeriodicalId\":95,\"journal\":{\"name\":\"New Journal of Chemistry\",\"volume\":\" 47\",\"pages\":\" 19742-19745\"},\"PeriodicalIF\":2.5000,\"publicationDate\":\"2024-11-15\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"New Journal of Chemistry\",\"FirstCategoryId\":\"92\",\"ListUrlMain\":\"https://pubs.rsc.org/en/content/articlelanding/2024/nj/d4nj04014g\",\"RegionNum\":3,\"RegionCategory\":\"化学\",\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"New Journal of Chemistry","FirstCategoryId":"92","ListUrlMain":"https://pubs.rsc.org/en/content/articlelanding/2024/nj/d4nj04014g","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Regioselective alkenylation of masked carboxylic acid derivatives of coumarins with acrylates via oxidative C(sp2)–C(sp2) cross-coupling†
Here, we demonstrate the regio-selective C–H alkenylation reaction with acrylates by a rhodium-catalyzed reaction of PMS (phenylmethyl sulfoximine) directed 2-oxo-2H-chromene-3-carboxylic acid derivatives. The current C(sp2)–C(sp2) cross-coupling strategy could deliver a variety of C4-alkenylated coumarin carboxylic acid manifolds in an economical fashion. The key aspects of this method encompass its one-pot nature, straightforward workup process, higher yields, broad substrate compatibility, including various functional groups, and suitability for scale-up synthesis. The derivatives of the current protocol are also highly useful in attaining the various alkenylated coumarin-derived acid derivatives, which can also be useful for the synthesis of complex drug molecules.