{"title":"I2/CAN 作为三级 Csp3-H 直接氧化为 Csp3-OH 的高效试剂：从 3,3′-(苯基亚甲基)-双(N-甲基-7-氮杂吲哚)合成双(N-甲基-7-氮杂吲哚-3-基)(苯基)甲醇","authors":"Elavarasan Pavithra , Sathananthan Kannadasan , Ponnusamy Shanmugam","doi":"10.1016/j.tetlet.2024.155239","DOIUrl":null,"url":null,"abstract":"<div><p>I<sub>2</sub>/CAN has emerged as a powerful and efficient oxidizing agent for direct tertiary C<img>H oxidation of 3,3′-(phenyl methylene) bis(<em>N</em>-methyl-7-azaindole) under mild conditions to form bis(<em>N</em>-methyl-7-azaindol-3-yl) (phenyl)methanol in quantitative yield. Further, based on control experiments, a plausible mechanism and characterization of products including XRD are described. Synthetic transformation for bis(<em>N</em>-methyl-7-azaindol-3-yl) (phenyl) methanol is achieved by thionation.</p></div>","PeriodicalId":438,"journal":{"name":"Tetrahedron Letters","volume":"148 ","pages":"Article 155239"},"PeriodicalIF":1.5000,"publicationDate":"2024-08-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":"{\"title\":\"I2/CAN as an efficient reagent for the direct oxidation of tertiary Csp3-H to Csp3-OH: Synthesis of bis(N-methyl-7-azaindol-3-yl) (phenyl) methanol from 3,3′-(phenyl methylene)-bis(N-methyl-7-azaindole)\",\"authors\":\"Elavarasan Pavithra , Sathananthan Kannadasan , Ponnusamy Shanmugam\",\"doi\":\"10.1016/j.tetlet.2024.155239\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>I<sub>2</sub>/CAN has emerged as a powerful and efficient oxidizing agent for direct tertiary C<img>H oxidation of 3,3′-(phenyl methylene) bis(<em>N</em>-methyl-7-azaindole) under mild conditions to form bis(<em>N</em>-methyl-7-azaindol-3-yl) (phenyl)methanol in quantitative yield. Further, based on control experiments, a plausible mechanism and characterization of products including XRD are described. Synthetic transformation for bis(<em>N</em>-methyl-7-azaindol-3-yl) (phenyl) methanol is achieved by thionation.</p></div>\",\"PeriodicalId\":438,\"journal\":{\"name\":\"Tetrahedron Letters\",\"volume\":\"148 \",\"pages\":\"Article 155239\"},\"PeriodicalIF\":1.5000,\"publicationDate\":\"2024-08-05\",\"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/S0040403924003344\",\"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/S0040403924003344","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
I2/CAN as an efficient reagent for the direct oxidation of tertiary Csp3-H to Csp3-OH: Synthesis of bis(N-methyl-7-azaindol-3-yl) (phenyl) methanol from 3,3′-(phenyl methylene)-bis(N-methyl-7-azaindole)
I2/CAN has emerged as a powerful and efficient oxidizing agent for direct tertiary CH oxidation of 3,3′-(phenyl methylene) bis(N-methyl-7-azaindole) under mild conditions to form bis(N-methyl-7-azaindol-3-yl) (phenyl)methanol in quantitative yield. Further, based on control experiments, a plausible mechanism and characterization of products including XRD are described. Synthetic transformation for bis(N-methyl-7-azaindol-3-yl) (phenyl) methanol is achieved by thionation.
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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