Condensed pyridine bases. A new approach to the synthesis of 3-phenacylbenzo[<i>b</i>]thiophenes and 3-phenacyl-5-ethylthieno[2,3-<i>b</i>]thiophene. Synthesis of new derivatives of benzothieno[2,3-<i>c</i>]pyrylium and thieno[2′,3′:5,4]thieno[2,3-<i>c</i>]pyrylium and pyridine bas

Abstract

A new method is proposed for the production of substituted 3-phenacylbenzo[b]thiophenes by the intramolecular cyclization of 1-phenyl-4-phenylthio-1,3-butanediones in polyphosphoric acid. The analogous cyclization of 1-phenyl-4-(5-ethyl-2-thienylthio)-1,3-butanedione leads to 3-phenacyl-5-ethylthieno[2,3-b]thiophene. The acylation of substituted 3-phenacylbenzo[b]thiophenes and 3-phenacyl-5-ethylthieno[2,3-b]thiophene by the anhydrides of aliphatic acids in the presence of perchloric acid leads to 1-alkyl-3-phenylbenzothieno[2,3-c]pyrylium perchlorates and 2-ethyl-5-phenyl-7-methylthieno[2′,3′:5,4]thieno[2,3-c]pyrylium perchlorate. The action of ammonium acetate on the obtained salts gives the corresponding pyridine bases.

How to Cite
Tolkunov, S. V. Chem. Heterocycl. Compd. 1998, 34, 1132. [Khim. Geterotsikl. Soedin. 1998, 34, 1335.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF02319490