SYNTHESIS AND PROPERTIES OF (THIENO[2,3-<i>b</i>]PYRIDIN-3-YL)IMINOTRIPHENYLPHOSPHORANES. MOLECULAR STRUCTURE OF (2-BENZOYL-4-METHOXYMETHYL-6-METHYLTHIENO[2,3-<i>b</i>]PYRIDIN-3-YL)IMINOTRIPHENYLPHOSPHORANE

Authors

  • Е. А. Кайгородова Kuban State Technological University, 350072 Krasnodar
  • В. К. Василин Kuban State Technological University, 350072 Krasnodar
  • М. М. Липунов Kuban State Technological University, 350072 Krasnodar
  • В. Е. Заводник Kuban State Technological University, 350072 Krasnodar
  • Г. Д. Крапивин Kuban State Technological University, 350072 Krasnodar

DOI:

https://doi.org/10.1007/8430

Keywords:

3-aminothieno[2, 3-b]pyridines, 3-azidothieno[2, 3-cyano-2(1H)-pyridinethiones, (thieno[2, 3-b]pyridin-3-yl)-iminotriphenylphosphoranes, molecular structure, synthesis

Abstract

Iminophosphoranes containing a thieno[2,3-b]pyridine fragment were obtained through a sequence of reactions: 1) alkylation of 3-cyano-2(1H)-pyridinethiones in alkaline medium by an  α-halocarbonyl compound with subsequent Thorpe–Ziegler cyclization of the resultant 2-thioalkylpyridines to give 3-aminothieno[2,3-b]pyridines, 2) diazotization of the amino group and nucleophilic substitution of the diazonium group by an azido group without isolation of the diazonium salts, and 3) reaction of the 3-azidothieno[2,3-b]pyridines with triphenylphosphine.

How to Cite
Kaigorodova, E. A.; Vasilin, V. K.; Lipunov, M. M.; Zavodnik, V. E.; Krapivin, G. D.  Chem. Heterocycl. Compd. 2004, 40, 1600. [Khim. Geterotsikl. Soedin. 2004, 1853.]

For this article in the English edition, see DOI 10.1007/s10593-005-0104-9


Downloads

Published

2023-12-14

Issue

No. 12 (2004)

Section

Original Papers