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dispirooxindol
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, M.Sc. Thesis Sharif University of Technology ; Matloubi Moghaddam, Firouz (Supervisor)
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...
, M.Sc. Thesis Sharif University of Technology ; Mtlobi Moghadam, Firouz (Supervisor)
Abstract
The one pot, three component 1,3-dipolar cycloaddition reaction of azomethine ylides with a series of new dipolarophiles (E)-3 -benzylidene- indolin-2 -ones in methanol under the reflux condition yields ,3′-dispiropyrrolidine oxindole library. The product is produced with high regioselectivity. Catalyst free, excellent yield , easy workup process, short reaction time, and convenient operation are the characteristics of this procedure. NMR and X-ray are used to determine the structure and stereochemistry of cycloadduct products.
Synthesis of Dispirocyclopentanebisoxindoles via Self-Domino Michael-Aldol Reactions
, M.Sc. Thesis Sharif University of Technology ; Matloubi Moghaddam, Firouz (Supervisor)
Abstract
An efficient and facile one-pot, multi-component reaction for the regio- and diastereoselective synthesis of novel dispirocyclopentanebisoxindoles has been reported by a reaction between phenyl-2- (triphenylphosphoranylidene)ethanone and isatin derivatives. The great advantages of this synthetic protocol are the minimal reaction steps, short reaction time, and operational simplicity. In consequence, a variety of new dispirocyclopentanebisoxindole derivatives with potential medicinal applications were synthesized through one-pot and multi-component reaction in high to excellent yields