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[<i>b</i>]THIOPHENE DERIVATIVES
Keywords:
3-aryl-2-halopropionic acids, benzo[b]thiophene, thiazolidinones, oxidation with thionyl chloride, Meerwein reactionAbstract
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.
How to Cite
Obushak, N. D.; Matiichuk, V. S.; Martyak, R. L. Chem. Heterocycl. Compd. 2003, 39, 878. [Khim. Geterotsikl. Soedin. 2003, 1019.]
For this article in the English edition, see DOI https://doi.org/10.1023/A:1026190103546
