{"title":"An isoxazole strategy for the synthesis of curcumin and demethoxycurcumin","authors":"Mirai Kato (Investigation Writing – original draft) , Kyosuke Sugihara (Investigation) , Aki Tanaka (Investigation Writing – review & editing) , Rina Tanaka (Investigation) , Hitoshi Abe (Conceptualization Project administration Supervision Writing – review & editing)","doi":"10.1080/00397911.2026.2649255","DOIUrl":null,"url":null,"abstract":"<div><div>Curcumin and demethoxycurcumin were synthesized <em>via</em> an isoxazole-masking strategy. A 3,5-disubstituted isoxazole, obtained by [3 + 2] cycloaddition of a nitrile oxide and an alkyne, underwent mild reductive <em>N</em>-<em>O</em> cleavage to reveal the β-diketone core in good yield.</div></div>","PeriodicalId":22119,"journal":{"name":"Synthetic Communications","volume":"56 7","pages":"Pages 565-572"},"PeriodicalIF":1.8000,"publicationDate":"2026-04-03","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Synthetic Communications","FirstCategoryId":"92","ListUrlMain":"https://www.sciencedirect.com/org/science/article/pii/S0039791126000330","RegionNum":3,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"2026/3/31 0:00:00","PubModel":"Epub","JCR":"Q3","JCRName":"CHEMISTRY, ORGANIC","Score":null,"Total":0}
引用次数: 0
Abstract
Curcumin and demethoxycurcumin were synthesized via an isoxazole-masking strategy. A 3,5-disubstituted isoxazole, obtained by [3 + 2] cycloaddition of a nitrile oxide and an alkyne, underwent mild reductive N-O cleavage to reveal the β-diketone core in good yield.
期刊介绍:
Synthetic Communications presents communications describing new methods, reagents, and other synthetic work pertaining to organic chemistry with sufficient experimental detail to permit reported reactions to be repeated by a chemist reasonably skilled in the art. In addition, the Journal features short, focused review articles discussing topics within its remit of synthetic organic chemistry.