Reaction of nitrilimines with 2-substituted aza-heterocycles. Synthesis of pyrrolo[1,2-a]pyridine and pyrimido[2,1-d]1,2,3,5- tetrazine.
The reaction of nitrilimine 6a with ethyl pyridine-2-acetate (7) gave the corresponding pyrrolo[1,2-a]pyridine 8, while the reaction of 6b containing an ester moiety afforded the acyclic adduct 9. The reaction of 6a with 2-aminopyrimidine (10) gave the novel unexpected pyrimido[2,1-d]1,2,3,5-tetrazine 11. Acyclic adducts 16 and 17 were obtained from the reaction of 6b with 2-cyanomethylbenzimidazole (14) and 2-aminobenzimidazole (15), respectively.
Awadallah
Adel M
AM
Chemistry Department, Faculty of Science, Islamic University of Gaza, P. O. Box 108, Gaza, Palestine. awada@iugaza.edu.ps
Zahra
Jalal A
JA
D001562:Benzimidazoles / Q000737:chemistry; D006571:Heterocyclic Compounds / Q000737:chemistry*; D006573:Heterocyclic Compounds, 1-Ring / Q000737:chemistry*; D007097:Imines / Q000737:chemistry*; D007212:Indolizines / Q000138:chemical synthesis* / Q000737:chemistry; D011743:Pyrimidines / Q000737:chemistry*
D001562:Benzimidazoles; D006571:Heterocyclic Compounds; D006573:Heterocyclic Compounds, 1-Ring; D007097:Imines; D007212:Indolizines; D011743:Pyrimidines; C526933:pyrimido(2,1-d)1,2,3,5- tetrazine; C012180:2-aminopyrimidine; C035094:indolizine