S. A. Sokov, S. S. Zlotsky, A. V. Vologzhanina, A. A. Golovanov
{"title":"Original Synthesis of Enyne Dicarboxylic Acids","authors":"S. A. Sokov, S. S. Zlotsky, A. V. Vologzhanina, A. A. Golovanov","doi":"10.1134/S0012500822600079","DOIUrl":null,"url":null,"abstract":"<p>The condensation of arylpropargyl aldehydes with malonic acid in AcOH has led to the formation of 2-(3-arylprop-2-yn-1-ylidene)malonic acids in 68–85% yields. A similar reaction with 4-fluorophenylpropargyl aldehyde in ethanol in the presence of 2-aminopyridine has resulted in intramolecular cyclization to give previously unknown 5-(4-fluorobenzylidene)-2-oxo-2,5-dihydrofuran-3-carboxylate. The structure of this compound has been studied in detail by X-ray diffraction.</p>","PeriodicalId":530,"journal":{"name":"Doklady Chemistry","volume":"504 1","pages":"83 - 87"},"PeriodicalIF":0.8000,"publicationDate":"2022-11-02","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"","citationCount":"0","resultStr":null,"platform":"Semanticscholar","paperid":null,"PeriodicalName":"Doklady Chemistry","FirstCategoryId":"92","ListUrlMain":"https://link.springer.com/article/10.1134/S0012500822600079","RegionNum":4,"RegionCategory":"化学","ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"Q4","JCRName":"CHEMISTRY, MULTIDISCIPLINARY","Score":null,"Total":0}
引用次数: 0
Abstract
The condensation of arylpropargyl aldehydes with malonic acid in AcOH has led to the formation of 2-(3-arylprop-2-yn-1-ylidene)malonic acids in 68–85% yields. A similar reaction with 4-fluorophenylpropargyl aldehyde in ethanol in the presence of 2-aminopyridine has resulted in intramolecular cyclization to give previously unknown 5-(4-fluorobenzylidene)-2-oxo-2,5-dihydrofuran-3-carboxylate. The structure of this compound has been studied in detail by X-ray diffraction.
期刊介绍:
Doklady Chemistry is a journal that publishes new research in chemistry and chemical engineering of great significance. Initially the journal was a forum of the Russian Academy of Science and published only best contributions from Russia in the form of short articles. Now the journal welcomes submissions from any country in the English or Russian language. Every manuscript must be recommended by Russian or foreign members of the Russian Academy of Sciences.