Novel One-Pot Multicomponent Strategy for the Synthesis of Pyrrolo[1,2-a]benzimidazole and Pyrrolo[1,2-a]quinoxaline Derivatives

Emilian Georgescu; Alina Nicolescu; Florentina Georgescu; Sergiu Shova; Florina Teodorescu; Ana-Maria Macsim; Calin Deleanu

doi:10.1055/s-0034-1380185

Synthesis, Table of Contents

Synthesis 2015; 47(11): 1643-1655
DOI: 10.1055/s-0034-1380185

paper

Novel One-Pot Multicomponent Strategy for the Synthesis of Pyrrolo[1,2-a]benzimidazole and Pyrrolo[1,2-a]quinoxaline Derivatives

Emilian Georgescu

^aResearch Center Oltchim, St. Uzinei 1, 240050 Ramnicu Valcea, Romania

,

Alina Nicolescu

^b‘C. D. Nenitescu’ Centre of Organic Chemistry, Academia Română, Spl. Independentei 202-B, 060023 Bucharest, Romania

^c‘Petru Poni’ Institute of Macromolecular Chemistry, Academia Română, Aleea Grigore Ghica Voda 41-A, 700487 Iasi, Romania Email: calin.deleanu@yahoo.com

,

Florentina Georgescu

^dResearch Dept., Teso Spec S.R.L., Str. Muncii 53, 915200 Fundulea, Calarasi, Romania

,

Sergiu Shova

^c‘Petru Poni’ Institute of Macromolecular Chemistry, Academia Română, Aleea Grigore Ghica Voda 41-A, 700487 Iasi, Romania Email: calin.deleanu@yahoo.com

^eInstitute of Chemistry, Academy of Sciences, Str. Academiei 3, 2028 Chisinau, Republic of Moldova

,

Florina Teodorescu

^b‘C. D. Nenitescu’ Centre of Organic Chemistry, Academia Română, Spl. Independentei 202-B, 060023 Bucharest, Romania

,

Ana-Maria Macsim

^c‘Petru Poni’ Institute of Macromolecular Chemistry, Academia Română, Aleea Grigore Ghica Voda 41-A, 700487 Iasi, Romania Email: calin.deleanu@yahoo.com

,

Calin Deleanu*

^b‘C. D. Nenitescu’ Centre of Organic Chemistry, Academia Română, Spl. Independentei 202-B, 060023 Bucharest, Romania

^c‘Petru Poni’ Institute of Macromolecular Chemistry, Academia Română, Aleea Grigore Ghica Voda 41-A, 700487 Iasi, Romania Email: calin.deleanu@yahoo.com

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Abstract

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Abstract

A simple one-pot multicomponent procedure has been developed for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives by heating a 1:2:1 molar mixture of a benzimidazole unsubstituted on the imidazole ring, a 2-bromoacetophenone derivative, and a nonsymmetrical activated alkyne in refluxing 2-ethyloxirane. The reaction can be performed under conventional reflux conditions or with microwave irradiation.

Key words

heterocycles - ylides - cycloadditions - multicomponent reactions - fused-ring systems

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References

References

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