Journal
MOLECULAR DIVERSITY
Volume 22, Issue 2, Pages 291-303Publisher
SPRINGER
DOI: 10.1007/s11030-017-9801-4
Keywords
Ugi-azide; Tetrahydropyrrolo[1, 2-a]pyrazine; Tetrazole; MCRs
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Funding
- University of Tehran
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A facile one-pot method has been developed for the synthesis of novel pyrrolo[2,1-a]pyrazine scaffolds. A variety of 1-(1H-tetrazol-5-yl)-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazine derivatives were obtained in moderate to high yields in methanol using a one-pot four-component condensation of 1-(2-bromoethyl)-1H-pyrrole-2-carbaldehyde, amine, isocyanide and sodium azide at room temperature. These reactions presumably proceed via a domino imine formation, intramolecular annulation and Ugi-azide reaction. Unambiguous assignment of the molecular structures was carried out by single-crystal X-ray diffraction. [GRAPHICS] .
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