CYCLOADDITION OF 2-ACYLMETHYL-1H-BENZIMIDAZOLES TO 4-ARYLIDENE-1,3-OXAZOL-5-ONES

Authors

  • И. Б. Дзвинчук Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • М. О. Лозинский Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

DOI:

https://doi.org/10.1007/7441

Keywords:

azlactones, benzimidazoles, pyrido[1, 2-a]benzimidazoles, [3 3]cycloaddition, isomerization, regioselectivity

Abstract

Cycloaddition of 2-phenacyl-1H-benzimidazole to 2-phenyl- or 2-methyl-4-arylidene-1,3-oxazol-5-ones occurs regioselectively to form  the previously unknown N-(3-aryl-4-benzoyl-1-oxo-1,2,3,4-tetra-hydropyrido[1,2-a]benzimidazol-2-yl)benz- and -acetamides. The analogous cycloaddition of the 2-acetonyl-1H-benzimidazole is complicated by  prototropic isomerization and leads to the correspon-ding 1,2,3,5-tetrahydropyrido[1,2-a]benzimidazole.

How to Cite
Dzvinchuk, I. B.; Lozinskii, M. O.  Chem. Heterocycl. Compd. 2007, 43, 850. [Khim. Geterotsikl. Soedin. 2007, 1008.]

For this article in the English edition see DOI 10.1007/s10593-007-0135-5


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Published

2023-02-06

Issue

No. 7 (2007)

Section

Original Papers