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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