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Benzimidazole Annulated New Heterocyclic Compounds: Synthesis of New Polycyclic Pyrazole Derivatives
Author(s) -
Khalil Mohamed Ali A.
Publication year - 2012
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.867
Subject(s) - chemistry , pyrazole , acetonitrile , benzimidazole , pyrazine , reagent , pyrimidine , combinatorial chemistry , azepine , nucleophilic addition , nucleophile , organic chemistry , medicinal chemistry , stereochemistry , catalysis
Several ( 3 ) new benzimidazole based polycyclic compounds of potential pharmaceutical interest have been prepared starting from 2‐benzimidazolelyl (1,3‐dioxo‐2‐indenylidene) acetonitrile. Unhypothesized, the C≡N function of the plausible intermediates was released as HCN rather than a classical nucleophilic addition when treated with bidentate reagents such as hydrazines, 5‐amino‐1 H ‐1,2,4‐triazole, 5‐amino‐4‐cyano‐1 H ‐pyrazole and 2‐aminobenzimidazole. When compound 3 reacted with active acetonitrile derivatives it afforded new polyfunctional pyridines via elimination of HCN in addition to, new pyrimidine, pyrazine and azepine derivatives.