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  • TITLE
  • DEDICATION
  • CERTIFICATE
  • DECLARATION
  • ACKNOWLEDGEMENT
  • ABBREVIATIONS
  • PREFACE
  • CONTENTS
  • 1. SYNTHESIS AND REACTIONS OF IMINOKETENE INTERMEDIATE: A REVIEW
  • 1.1. Introduction
  • 1.2. Evidence for the existence of iminoketene
  • 1.3. Synthesis and reactions of iminoketene intermediate
  • 1.3.1. Iminoketenes generated by photolysis of 3-phenyl 1, 2, 3-benzotriazin-4-one
  • 1.3.2. Iminoketenes generated by thermal decomposition of benzotriazinone
  • 1.3.3. Iminoketenes generated by the thermal decomposition of isatoic anhydride
  • 1.3.4. Iminoketenes generated by microwave irradiation of isatoic anhydride
  • 1.3.5. Synthesis of iminoketenes from anthranilic acid
  • 1.3.6. Generation of iminoketenes from other sources
  • 2. STUDIES ON THE REACTIONS OF ANTHRANILIC ACID WITH THIONYL CHLORIDE AND THE REACTIONS OF ISATOIC ANHYDRIDE WITH SCHIFF BASES
  • 2.1. Introduction
  • 2.2. Reactions of anthranilic acid with thionyl chloride
  • 2.3. Results and discussion
  • 2.3.1. General procedure
  • 2.3.1.1. Preparation of Schiff bases
  • 2.3.1.2. Reaction of anthranilic acid with thionyl chloride
  • 2.3.1.3. Reaction of 2- (sulfinylamino) benzoyl chloride with Schiff bases
  • 2.3.2. Reaction of anthranilic acid and thionyl chloride in the absence of dienophile
  • 2.3.3. Attempted addition of carbon - carbon double bond and carbon - nitrogen triple bond to in situ generated iminoketene
  • 2.4. Mechanism
  • 2.5. Reactions of isatoic anhydride and Schiff bases under thermal conditions
  • 2.6. Mechanism
  • 2.7. Quantum mechanical calculations of HOMO LUMO energies of iminoketene and Schiff base reactions
  • Fig. 2 Only the relevant portion of orbitals shown for clarity
  • 2.8. Experimental
  • 3. STUDIES ON THE REACTIONS OF ANTHRANILIC ACID AND THIONYL CHLORIDE: FORMATION OF ALKYL ANTHRANILATES
  • 3.1. Introduction
  • 3.1.1. Reactions of anthranilic acid and thionyl chloride with water and alcohols
  • 3.2. Results and discussion
  • 3.2.1. Reactions of 2- (sulfinylamino) benzoyl chloride with water and alcohols
  • 3.3. Mechanism
  • 3.4. Preparation of 2-isocyanato benzoyl chloride and reactions with water and alcohols
  • 3.5. Mechanism
  • 3.6. Experimental
  • 4. STUDIES ON THE MICROWAVE ASSISTED REACTIONS OF ISATOIC ANHYDRIDE AND SCHIFF BASES
  • 4.1. Introduction
  • 4.2. Results and discussion
  • 4.2.1. Reaction of isatoic anhydride under microwave conditions with Schiff bases
  • 4.3. Mechanism
  • 4.4. Experimental
  • 5. SUMMARY
  • REFERENCES