Synthesis of Heterocycles from the Products of Anionic Arylation of Unsaturated Compounds. 7. Products of Haloarylation of Acrylic Acid and Its Esters in the Synthesis of Benzo[b]thiophene De

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• 作者：Obushak ; N. D. ; Matiichuk ; V. S. ; Martyak ; R. L.
• 关键词：3 ; aryl ; 2 ; halopropionic acids ; benzo[b]thiophene ; thiazolidinones ; oxidation with thionyl chloride ; Meerwein reaction
• 刊名：Chemistry of Heterocyclic Compounds
• 出版年：2003
• 出版时间：2003
• 年：2003
• 卷：39
• 期：7
• 页码：878-884
• 全文大小：145 KB

文摘

3-Chloro-2-chlorocarbonylbenzo[b]thiophenes were obtained on oxidation of Meerwein reaction products, viz. 3-aryl-2-halopropionic acids and their esters, with thionyl chloride in the presence of N-benzyl-N-methylmorpholinium chloride. Disubstituted thioureas were synthesized by the reaction of these compounds with ammonium thiocyanate and aromatic amines, and were cyclized by interaction with iodoacetic acid with the formation of 4-thiazolidinone derivatives. The same cyclization in the presence of aromatic aldehydes leads to the formation of the corresponding 5-arylidene-substituted 4-thiazolidinones.