{"title":"Bicyclic Sultams: From Organic Chemistry to Pharmaceutical Science","authors":"Yifan Chen, Prof. Xiaobing Wang","doi":"10.1002/ajoc.202400535","DOIUrl":null,"url":null,"abstract":"<p>Cyclic sulfonamides (sultams) widely distributed in pharmaceuticals due to their abundant biological activities. Currently, many pharmaceuticals with bicyclic sultam scaffold have been approved, some of them even have become first-line medicines. In this concept, representative synthetic methodologies towards bicyclic sultams were selected and discussed. Construction of bicyclic <i>γ</i>- and <i>δ</i>-sultams were the focus due to their pivotal role in medicinal chemistry. Most of the methodologies were focus on the construction of the sultam ring, including intramolecular <i>N</i>-central cyclization (INC), oxidative cyclization (OC), carbanion-mediated sulfonamide intramolecular cyclization (CSIC), transition-metal catalyzed cyclization (TMCC) and ring closing metathesis (RCM). Name reactions such as Michael addition and Heck reaction were also applied to the construction of bicyclic sultams. In addition, this concept also discussed the enzyme-catalytic reactions and some special reactions due to their unique properties.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 2","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2024-12-05","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Asian Journal of Organic Chemistry","FirstCategoryId":"92","ListUrlMain":"https://aces.onlinelibrary.wiley.com/doi/10.1002/ajoc.202400535","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q1","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Cyclic sulfonamides (sultams) widely distributed in pharmaceuticals due to their abundant biological activities. Currently, many pharmaceuticals with bicyclic sultam scaffold have been approved, some of them even have become first-line medicines. In this concept, representative synthetic methodologies towards bicyclic sultams were selected and discussed. Construction of bicyclic γ- and δ-sultams were the focus due to their pivotal role in medicinal chemistry. Most of the methodologies were focus on the construction of the sultam ring, including intramolecular N-central cyclization (INC), oxidative cyclization (OC), carbanion-mediated sulfonamide intramolecular cyclization (CSIC), transition-metal catalyzed cyclization (TMCC) and ring closing metathesis (RCM). Name reactions such as Michael addition and Heck reaction were also applied to the construction of bicyclic sultams. In addition, this concept also discussed the enzyme-catalytic reactions and some special reactions due to their unique properties.
期刊介绍:
Organic chemistry is the fundamental science that stands at the heart of chemistry, biology, and materials science. Research in these areas is vigorous and truly international, with three major regions making almost equal contributions: America, Europe and Asia. Asia now has its own top international organic chemistry journal—the Asian Journal of Organic Chemistry (AsianJOC)
The AsianJOC is designed to be a top-ranked international research journal and publishes primary research as well as critical secondary information from authors across the world. The journal covers organic chemistry in its entirety. Authors and readers come from academia, the chemical industry, and government laboratories.