Strategic Methodologies for Efficient Synthesis of Imidazo[1,5-a]pyridine and Benzazepine Analogs via the Unique Ritter-Type Reaction

IF 3.3 Q2 CHEMISTRY, MULTIDISCIPLINARY
Gunniga Tanomsiri, Suthimon Boonmee, Nattawadee Chaisan, Jumreang Tummatorn*, Charnsak Thongsornkleeb and Somsak Ruchirawat, 
{"title":"Strategic Methodologies for Efficient Synthesis of Imidazo[1,5-a]pyridine and Benzazepine Analogs via the Unique Ritter-Type Reaction","authors":"Gunniga Tanomsiri,&nbsp;Suthimon Boonmee,&nbsp;Nattawadee Chaisan,&nbsp;Jumreang Tummatorn*,&nbsp;Charnsak Thongsornkleeb and Somsak Ruchirawat,&nbsp;","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.

求助全文
约1分钟内获得全文 求助全文
来源期刊
ACS Organic & Inorganic Au
ACS Organic & Inorganic Au 有机化学、无机化学-
CiteScore
4.10
自引率
0.00%
发文量
0
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.
×
引用
GB/T 7714-2015
复制
MLA
复制
APA
复制
导出至
BibTeX EndNote RefMan NoteFirst NoteExpress
×
提示
您的信息不完整,为了账户安全,请先补充。
现在去补充
×
提示
您因"违规操作"
具体请查看互助需知
我知道了
×
提示
确定
请完成安全验证×
copy
已复制链接
快去分享给好友吧!
我知道了
右上角分享
点击右上角分享
0
联系我们:info@booksci.cn Book学术提供免费学术资源搜索服务,方便国内外学者检索中英文文献。致力于提供最便捷和优质的服务体验。 Copyright © 2023 布克学术 All rights reserved.
京ICP备2023020795号-1
ghs 京公网安备 11010802042870号
Book学术文献互助
Book学术文献互助群
群 号:481959085
Book学术官方微信