Juan Tian, Shimin Yang, Ying Peng, Mengyun Chen, Xin Chen, Xinyi Wang, Dayong Sang
{"title":"Deacylation of N-Acylsulfonamides Mediated by Metal Triflimides","authors":"Juan Tian, Shimin Yang, Ying Peng, Mengyun Chen, Xin Chen, Xinyi Wang, Dayong Sang","doi":"10.1002/ajoc.202400673","DOIUrl":null,"url":null,"abstract":"<p><i>N</i>-Acylsulfonamides play a significant role in organic and medicinal chemistry. The <i>N</i>-deacylation of <i>N</i>-acylsulfonamides is an important transformation that releases the sulfonamide structural motif. Herein, a metal triflimide-catalyzed nonhydrolytic method for the deacylation of <i>N</i>-acylsulfonamides is presented. Commercially available metal triflimides reactive for the <i>N</i>-deacylation include Cu(NTf<sub>2</sub>)<sub>2</sub>, Zn(NTf<sub>2</sub>)<sub>2</sub>, Mg(NTf<sub>2</sub>)<sub>2</sub>, Ce(NTf<sub>2</sub>)<sub>3</sub>, and La(NTf<sub>2</sub>)<sub>3</sub>. A range of <i>N</i>-acyl groups, including acetyl, propionyl, butyryl, isobutyryl, octanoyl, benzoyl, 2-phenylacetyl, and sterically hindered pivaloyl are readily deblocked efficiently. A variety of functional groups, such as halogeno, keto, nitro, cyano, ether, and carboxylate, are tolerated intact.</p>","PeriodicalId":130,"journal":{"name":"Asian Journal of Organic Chemistry","volume":"14 3","pages":""},"PeriodicalIF":2.7000,"publicationDate":"2025-01-08","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.202400673","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
N-Acylsulfonamides play a significant role in organic and medicinal chemistry. The N-deacylation of N-acylsulfonamides is an important transformation that releases the sulfonamide structural motif. Herein, a metal triflimide-catalyzed nonhydrolytic method for the deacylation of N-acylsulfonamides is presented. Commercially available metal triflimides reactive for the N-deacylation include Cu(NTf2)2, Zn(NTf2)2, Mg(NTf2)2, Ce(NTf2)3, and La(NTf2)3. A range of N-acyl groups, including acetyl, propionyl, butyryl, isobutyryl, octanoyl, benzoyl, 2-phenylacetyl, and sterically hindered pivaloyl are readily deblocked efficiently. A variety of functional groups, such as halogeno, keto, nitro, cyano, ether, and carboxylate, are tolerated intact.
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.
京公网安备 11010802042870号
京ICP备2023020795号-1
分享
求助内容：
应助结果提醒方式：
扫码关注我们
