{"title":"NH4I/ thbhp介导2-氨基噻吩和芳基甲基酮[4 + 1]氧化环合成2-芳基苯并噻唑","authors":"Sasi Sree Marupalli, Venkatachalam Rajeshkumar","doi":"10.1016/j.tetlet.2025.155750","DOIUrl":null,"url":null,"abstract":"<div><div>An efficient one-pot protocol has been established for the synthesis of 2-aroylbenzothiazoles by using the combination of NH<sub>4</sub>I/TBHP system. The reaction proceeds through NH<sub>4</sub>I/TBHP-mediated oxidation of aryl methyl ketones followed by annulation with sequential C<img>N and C<img>S bond formation. The process demonstrates smooth reactivity across a diverse range of aryl methyl ketones, producing the desired products in good to excellent yields. This method can also be easily scaled up to gram level, resulting in yield of up to 68 %.</div></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"169 ","pages":"Article 155750"},"PeriodicalIF":1.5000,"publicationDate":"2025-07-24","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"NH4I/TBHP-mediated synthesis of 2-aroylbenzothiazoles through [4 + 1] oxidative annulation of 2-aminothiophenols and aryl methyl ketones\",\"authors\":\"Sasi Sree Marupalli, Venkatachalam Rajeshkumar\",\"doi\":\"10.1016/j.tetlet.2025.155750\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><div>An efficient one-pot protocol has been established for the synthesis of 2-aroylbenzothiazoles by using the combination of NH<sub>4</sub>I/TBHP system. The reaction proceeds through NH<sub>4</sub>I/TBHP-mediated oxidation of aryl methyl ketones followed by annulation with sequential C<img>N and C<img>S bond formation. The process demonstrates smooth reactivity across a diverse range of aryl methyl ketones, producing the desired products in good to excellent yields. This method can also be easily scaled up to gram level, resulting in yield of up to 68 %.</div></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"169 \",\"pages\":\"Article 155750\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2025-07-24\",\"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/S0040403925002990\",\"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/S0040403925002990","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
NH4I/TBHP-mediated synthesis of 2-aroylbenzothiazoles through [4 + 1] oxidative annulation of 2-aminothiophenols and aryl methyl ketones
An efficient one-pot protocol has been established for the synthesis of 2-aroylbenzothiazoles by using the combination of NH4I/TBHP system. The reaction proceeds through NH4I/TBHP-mediated oxidation of aryl methyl ketones followed by annulation with sequential CN and CS bond formation. The process demonstrates smooth reactivity across a diverse range of aryl methyl ketones, producing the desired products in good to excellent yields. This method can also be easily scaled up to gram level, resulting in yield of up to 68 %.
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.