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

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. Nirilimines As 1,3-Dipoles 1,3-Dipoles

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

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  1. 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

  2. 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.

  3. 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

  4. Reactions of 1,3-Nitrilimines:

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

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

  7. Our Work

  8. 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.

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

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

  11. Reaction of Nitrilimines with 2-benzothiazole acetonitrile.

  12. 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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