Heterocyclic synthesis via enaminonitriles: An efficient, one step synthesis of some novel azolo[1,5-α]pyrimidine, pyrimido[1,2-α]- benzimidazole, pyrido[1,2-α]benzimidazole pyrimidine and pyrazole derivatives

Article abstract of DOI:10.1080/00397910008087248

Some novel pyrazolo[1,5-α]pyrimidines 5a-f, 10a,b, 1,2,4-triazolo[1,5- α]-pyrimidine (12), and pyrimido[1,2-α]benzimidazole 18 could be synthesized by reacting 3-(4-chlorophenyl)-2-(N,N-dimethylamino)methylene-3- oxopropanenitrile (2) with 5-amino-3- and/or 4-substituted-1H-pyrazoles 3a-f and 9a,b, 3-amino-1,2,4-triazole (11) and 2-aminobenzimidazole (14), respectively. The reaction of 2 with 1H-benzimidazol-2-ylacetonitrile (19) afforded the pyridol[1.2-α]benzimidazole 20. On the other hand, the reaction of 2 with guanidine, hydrazine, and phenyl hydrazine afforded the pyrimidine 24, and the pyrazoles 27, 28, respectively. However, the reaction of 2 with hydroxyl amine did not afford the isoxazole 32.

Full text of DOI:10.1080/00397910008087248

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Synthetic Communications: An
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Heterocyclic Synthesis via
Enaminonitriles: an Efficient,
One Step Synthesis of Some
Novel Azolo[1,5-α]Pyrimidine,
Pyrimido[1,2-α]-
Benzimidazole,
Pyrido[1,2-α]Benzimidazole
Pyrimidine and Pyrazole
Derivatives
a
Eljazi I. Al-Afaleq
a
Chemistry Department, Girls College of Science,
P.O. Box 838, Dmmam, 31113, Saudi Arabia
Version of record first published: 04 Dec 2007.
To cite this article: Eljazi I. Al-Afaleq (2000): Heterocyclic Synthesis
via Enaminonitriles: an Efficient, One Step Synthesis of Some Novel
Azolo[1,5-α]Pyrimidine, Pyrimido[1,2-α]-Benzimidazole, Pyrido[1,2-α]Benzimidazole
Pyrimidine and Pyrazole Derivatives, Synthetic Communications: An International
Journal for Rapid Communication of Synthetic Organic Chemistry, 30:11, 1985-1989
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