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- Type of Document: M.Sc. Thesis
- Language: Farsi
- Document No: 41769 (03)
- University: Sharif University of Technology
- Department: Chemistry
- Advisor(s): Matloubi Moghaddam, Firouz
- Abstract:
- 1,3-Dipolar cycloaddition reactions constitute one of the most fundamental reactions for construction of five-membered heterocyclic compounds Spiro and dispirooxindoles have become important synthetic targets as these structural frameworks form the core units of many naturally occurring molecules that possess abundant biological activities .In this report we used (E)-Aryl ideneindolinones as unusual dipolarophiles for synthesis of dispirooxindoles. In follow different bifunctional nucleophiles for example 1,3-dicarbonyl, phenol, thioindole can be used in synthesis of benzoxazocines We have reported a new and efficient synthesis of benzoxazocines via unique tandem 1,3-dinucleophilic addition of dimedon or acetylaceton to quinolinium salts. This protocol is a very mild and simple method for construction of eight-membered ring in fused heterocycles in a one-step process.
- Keywords:
- Quinolinium Salt ; Dinucleophile ; 1,3-Dipolar-Cycloaddition Reaction ; Azomethine Ylide ; Cycloaddition Reaction ; Benzoxazocine ; Tandem Reaction ; Dispirooxindol
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