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Reaction of nitrilimines with 2-substituted aza-heterocycles Adel M. Awadallah Chemistry Department, Faculty of Science, Islamic University of Gaza, P.

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Presentation on theme: "Reaction of nitrilimines with 2-substituted aza-heterocycles Adel M. Awadallah Chemistry Department, Faculty of Science, Islamic University of Gaza, P."— Presentation transcript:

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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

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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.

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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


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