CHEMISTRY OF IMINOFURANS. 3. SYNTHESIS AND INTRAMOLECULAR CYCLIZATION OF (<i>Z</i>)-4-ARYL-2-[3-(ETHOXYCARBONYL)-4,5,6,7-TETRAHYDROBENZO[<i>b</i>]THIOPHEN-2-YLAMINO]-4-OXOBUTEN-2-OIC ACIDS

Authors

  • С. А. Шипиловских Perm State University, Perm 614990
  • А. Е. Рубцов Perm State University, Perm 614990
  • В. В. Залесов Perm State University, Perm 614990

DOI:

https://doi.org/10.1007/6685

Keywords:

amino acids, 4-aryl-2-hydroxy-4-oxobuten-2-oic acids, 3-imino-3H-furan-2-ones, Gewald thiophene, cyclization

Abstract

(Z)-4-Aryl-2-[3-(ethoxycarbonyl)-4,5,6,7-tetrahydrobenzo[b]thiophen-2-ylamino]-4-oxobuten-2-oic acids, which exist in the enamino keto form in solutions, were synthesized by the action of ethyl 2-amino-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylate on 4-aryl-2-hydroxy-4-oxobuten-2-oic acids. Under the influence of acetic anhydride the obtained acids undergo cyclization to ethyl 2-(5-aryl-2-oxofuran-3(2H)-ylideneamino)-4,5,6,7-tetrahydrobenzo[b]thiophene-3-carboxylates.

How to Cite
Shipilovskikh, S. A.; Rubtsov, A. E.; Zalesov, V. V.  Chem. Heterocycl. Compd. 2009, 45, 658. [Khim. Geterotsikl. Soedin. 2009, 832.]

For this article in the English edition see DOI 10.1007/s10593-009-0334-3

 

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Published

2022-03-23

Issue

No. 6 (2009)

Section

Original Papers