TRANSFORMATIONS OF SUBSTITUTED OXAZOLO[3,2-<i>a</i>]PYRIDINES TO 5,6-DISUBSTITUTED INDOLIZINES: SYNTHESIS AND X-RAY STRUCTURAL MAPPING

Authors

  • В. Б. Рыбаков Moscow M. V. Lomonosov State University
  • Е. В. Бабаев Moscow M. V. Lomonosov State University

DOI:

https://doi.org/10.1007/1470

Keywords:

4, 6 dimethyl-2 oxonicotinic acid derivatives, indolizines, oxazolo[3, 2-a]pyridinium salts, phenacylation, rearrangement

Abstract

The treatment of 4,6-dimethyl-2-oxonicotinic nitrile, amide, and ethyl ester with p-bromophenacyl bromide produced N-alkyl isomers, which cyclized in the presence of mineral acids to the oxazolo[3,2‑a]pyridinium cations without changes in the functional groups. The obtained compounds underwent recyclization to 6-Х-5-aminoindolizines (X = CN, CONH2, CO2Et) upon treatment with morpholine. The compounds were characterized by X-ray structural analysis.

How to Cite
Rybakov, V. B.; Babaev, E. V. Chem. Heterocycl. Compd. 2014, 50, 225. [Khim. Geterotsikl. Soedin. 2014, 250.]

For this article in the English edition see DOI 10.1007/s10593-014-1465-8

Author Biographies

В. Б. Рыбаков, Moscow M. V. Lomonosov State University

Виктор Борисович Рыбаков

Е. В. Бабаев, Moscow M. V. Lomonosov State University

Евгений Вениаминович Бабаев

Проф., д.х.н., хим.ф-т МГУ

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Published

2014-02-28

Issue

No. 2 (2014)

Section

Original Papers