Reaction of nitrilimines with 2-substituted aza-heterocycles Adel M. Awadallah

2. Reaction of nitrilimines with 2-substituted aza-heterocycles • Adel M. Awadallah • Chemistry Department, Faculty of Science, • Islamic University of Gaza, P. O. Box108, Gaza, Palestine; • Tel. +970-8-2823311, Fax: +970-8-2823310, • e-mail awada@iugaza.edu.ps

3. Nirilimines As 1,3-Dipoles • 1,3-Dipoles • A 1,3-Dipole is a three-atom π-electron system with 4π-electrons delocalized over the three atoms.

4. Nitrilimines: • Nitrilimines are flexible system of three atoms over which four π- electrons are delocalized, they are typical 1,3-dipolar species having the resonance structures shown below: • Resonance structures of Nitrilimines

5. Reactions of 1,3-Nitrilimines:

6. Reaction of Dinucleophiles with Nitrilimines Reaction with 2-aminopyridine and 2-aminopyrazine

7. Reaction with 2,3-diaminobenzene and 2,3-diaminopyridine;

8. Our Work

10. Reaction with 2-Cyanomethylbenzimidazole • Quite recently, Awadalah reported that nitrilimines react with 2-cyanomethyl benzimidazole to afford pyrrolo(1,2-a)benzimidazoles. The structure of compound 4 was confirmed by X-ray crystal structure.

11. Our Work • Reaction of Nitrilimines (containing ester moiety) with cyanomethyl-benzimidazole.

12. Reaction of Nitrilimines with Ethyl Pyridine-2-acetate.

15. Reaction of Nitrilimines with 2-benzothiazole acetonitrile.

16. شكر وتقدير • د. جلال أحمد زهرة - الجامعة الأردنية • الأستاذة / دينا العشي – الجامعة الإسلامية • الطالبة / منى العصار – الجامعة الإسلامية • شكرا لكم لحسن استماعكم • والسلام عليكم ورحمة الله وبركاته