ENAMINES OF THE 1,2,3,4-TETRAHYDROISOQUINOLINE SERIES IN THE CHICHIBABIN SYNTHESIS OF PYRROLO[2,1-<i>a</i>]ISOQUINOLINES AND IN REACTION WITH OXALYL CHLORIDE

Authors

  • Н. Н. Полыгалова Perm State Pharmaceutical Academy, Perm 614990
  • А. Г. Михайловский Perm State Pharmaceutical Academy, Perm 614990
  • Е. В. Вихарева Perm State Pharmaceutical Academy, Perm 614990
  • М. И. Вахрин Perm State Pharmaceutical Academy, Perm 614990

DOI:

https://doi.org/10.1007/7453

Keywords:

1-alkyl-3, 4-dihydroisoquinolines, benzo[g]quinoxalino[2, 3-b]indolizine derivatives, p-bromophenacyl bromide, enamines of the 1, 2, 3, 4-isoquinoline series, oxalyl chloride, pyrrolo[2, 1-a]isoquinolines, 1, 4-tetrahydrobenzo[f]isoquinolines, Chichibabin reaction, condensation with o-phenylenediamine

Abstract

It has been shown that the Chichibabin reaction of enamines of the 1,2,3,4-tetrahydroisoquinoline series and 1,2,3,4-tetrahydrobenzo[f]isoquinoline series with  p-bromophenacyl bromide leads to pyrrolo[2,1-a]isoquinoline derivatives. The same heterocyclic system is obtained on interaction of 1-alkyl-3,4-dihydroisoquinolines or their benzo[f]-analogs with oxalyl chloride. The obtained dioxopyrrolines form derivatives of benzo[g]quinoxalino[2,3-b]indolizine on condensation with o-phenylenediamine.

How to Cite
Polygalova, N. N.; Mikhailovskii, A. G.; Vikhareva, E. V.; Vakhrin, M. I.  Chem. Heterocycl. Compd. 2007, 43, 900. [Khim. Geterotsikl. Soedin. 2007, 1068.]

For this article in the English edition see DOI 10.1007/s10593-007-0142-6


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Published

2023-02-13

Issue

No. 7 (2007)

Section

Original Papers