Novel one-pot multicomponent strategy for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives

Georgescu Emilian I.; Nicolescu Alina Florica; Georgescu Florentina; Shova Sergiu; Teodorescu Florina Ruxandra; Macsim Ana-Maria; Deleanu Călin

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GEORGESCU, Emilian I., NICOLESCU, Alina Florica, GEORGESCU, Florentina, SHOVA, Sergiu, TEODORESCU, Florina Ruxandra, MACSIM, Ana-Maria, DELEANU, Călin. Novel one-pot multicomponent strategy for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives. In: Synthesis (Germany), 2015, vol. 47, pp. 1643-1655. ISSN 0039-7881. DOI: https://doi.org/10.1055/s-0034-1380185

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Synthesis (Germany)

Volumul 47 / 2015 / ISSN 0039-7881

Novel one-pot multicomponent strategy for the synthesis of pyrrolo[1,2-a]benzimidazole and pyrrolo[1,2-a]quinoxaline derivatives

DOI:https://doi.org/10.1055/s-0034-1380185

Pag. 1643-1655

Georgescu Emilian I.¹, Nicolescu Alina Florica²³, Georgescu Florentina⁴, Shova Sergiu³⁵, Teodorescu Florina Ruxandra², Macsim Ana-Maria³, Deleanu Călin³²

¹ Centrul de Cercetare Oltchim, Ramnicu Valcea,
² "C.D. Nenitzescu" Centre of Organic Chemistry, Romanian Academy,
³ “Petru Poni” Institute of Macromolecular Chemistry,
⁴ Teso Spec SRL,
⁵ Institute of Chemistry of the Academy of Sciences of Moldova

Disponibil în IBN: 2 iunie 2023

Rezumat

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.

Cuvinte-cheie
cycloadditions, fused-ring systems, heterocycles, multicomponent reactions, Ylides

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