{"title":"通过独特的里特式反应高效合成咪唑并[1,5-a]吡啶和苯并氮杂卓类似物的策略方法。","authors":"Gunniga Tanomsiri, Suthimon Boonmee, Nattawadee Chaisan, Jumreang Tummatorn, Charnsak Thongsornkleeb, Somsak Ruchirawat","doi":"10.1021/acsorginorgau.4c00075","DOIUrl":null,"url":null,"abstract":"<p><p>We have developed novel approaches for synthesizing imidazo[1,5-<i>a</i>]pyridine and benzazepine analogs through a Ritter-type reaction. These methods utilize bismuth(III) trifluoromethanesulfonate (Bi(OTf)<sub>3</sub>), an efficient catalyst for converting benzylic alcohol into benzylic cations, in combination with <i>para</i>-toluenesulfonic acid (<i>p</i>-TsOH·H<sub>2</sub>O). The procedures offer a wide substrate scope and deliver the desired products in yields ranging from moderate to excellent.</p>","PeriodicalId":29797,"journal":{"name":"ACS Organic & Inorganic Au","volume":"5 2","pages":"117-135"},"PeriodicalIF":3.3000,"publicationDate":"2024-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11969277/pdf/","citationCount":"0","resultStr":"{\"title\":\"Strategic Methodologies for Efficient Synthesis of Imidazo[1,5-<i>a</i>]pyridine and Benzazepine Analogs via the Unique Ritter-Type Reaction.\",\"authors\":\"Gunniga Tanomsiri, Suthimon Boonmee, Nattawadee Chaisan, Jumreang Tummatorn, Charnsak Thongsornkleeb, Somsak Ruchirawat\",\"doi\":\"10.1021/acsorginorgau.4c00075\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<p><p>We have developed novel approaches for synthesizing imidazo[1,5-<i>a</i>]pyridine and benzazepine analogs through a Ritter-type reaction. These methods utilize bismuth(III) trifluoromethanesulfonate (Bi(OTf)<sub>3</sub>), an efficient catalyst for converting benzylic alcohol into benzylic cations, in combination with <i>para</i>-toluenesulfonic acid (<i>p</i>-TsOH·H<sub>2</sub>O). The procedures offer a wide substrate scope and deliver the desired products in yields ranging from moderate to excellent.</p>\",\"PeriodicalId\":29797,\"journal\":{\"name\":\"ACS Organic & Inorganic Au\",\"volume\":\"5 2\",\"pages\":\"117-135\"},\"PeriodicalIF\":3.3000,\"publicationDate\":\"2024-12-17\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11969277/pdf/\",\"citationCount\":\"0\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"ACS Organic & Inorganic Au\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://doi.org/10.1021/acsorginorgau.4c00075\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"2025/4/2 0:00:00\",\"PubModel\":\"eCollection\",\"JCR\":\"Q2\",\"JCRName\":\"CHEMISTRY, MULTIDISCIPLINARY\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Organic & Inorganic Au","FirstCategoryId":"1085","ListUrlMain":"https://doi.org/10.1021/acsorginorgau.4c00075","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2025/4/2 0:00:00","PubModel":"eCollection","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
Strategic Methodologies for Efficient Synthesis of Imidazo[1,5-a]pyridine and Benzazepine Analogs via the Unique Ritter-Type Reaction.
We have developed novel approaches for synthesizing imidazo[1,5-a]pyridine and benzazepine analogs through a Ritter-type reaction. These methods utilize bismuth(III) trifluoromethanesulfonate (Bi(OTf)3), an efficient catalyst for converting benzylic alcohol into benzylic cations, in combination with para-toluenesulfonic acid (p-TsOH·H2O). The procedures offer a wide substrate scope and deliver the desired products in yields ranging from moderate to excellent.
期刊介绍:
ACS Organic & Inorganic Au is an open access journal that publishes original experimental and theoretical/computational studies on organic organometallic inorganic crystal growth and engineering and organic process chemistry. Short letters comprehensive articles reviews and perspectives are welcome on topics that include:Organic chemistry Organometallic chemistry Inorganic Chemistry and Organic Process Chemistry.