{"title":"Strategic Methodologies for Efficient Synthesis of Imidazo[1,5-a]pyridine and Benzazepine Analogs via the Unique Ritter-Type Reaction","authors":"Gunniga Tanomsiri, Suthimon Boonmee, Nattawadee Chaisan, Jumreang Tummatorn*, Charnsak Thongsornkleeb and Somsak Ruchirawat, ","doi":"10.1021/acsorginorgau.4c0007510.1021/acsorginorgau.4c00075","DOIUrl":null,"url":null,"abstract":"<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":"117–135 117–135"},"PeriodicalIF":3.3000,"publicationDate":"2024-12-17","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://pubs.acs.org/doi/epdf/10.1021/acsorginorgau.4c00075","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"ACS Organic & Inorganic Au","FirstCategoryId":"1085","ListUrlMain":"https://pubs.acs.org/doi/10.1021/acsorginorgau.4c00075","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q2","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
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.