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  • TITLE
  • CERTIFICATE
  • DECLARATION
  • ACKNOWLEDGEMENT
  • CONTENTS
  • 1. INTRODUCTION
  • 1.1 Organosulfur Compounds
  • 1.2 α-Oxo Ketene Dithioacetals and β-Oxo Dithioesters
  • 1.3 α-Oxo Ketene-N, S-Acetals and β-Oxo Thioamides
  • 1.4 Vilsmeier Reactions of β-Oxo Dithioesters
  • 1.5 Reactions of β-Oxo Thioamides with α-Haloketones: A Synthesis of Functionalized Thiophenes.
  • 1.6 Reactions of Ketones with Aryl lsothiocyanates
  • 1. 7 References
  • 2. DITHIOCARBOXYLIC ESTERS AND THIOAMIDES: SYNTHESIS AND REACTIVITY
  • 2.1 Introduction
  • 2.2 Dithiocarboxylic Acids and Esters
  • 2.2.1 Synthesis of dithiocarboxvlic acids and esters
  • 2.2.1.1. Thioacylation
  • 2.2.1.2 Reactions of Organometallic Reagents with Carbondisulfide
  • 2.2.1.3 Sulfurization
  • 2.2.1.4 Reactions of enolates with carbondisulfide
  • 2.2.1.5 Reactions of Enolates with Dimethyl trithiocarbonate
  • 2.2.1.6 Formation of α-Oxodithioesters
  • 2.2.1.7 Friedel Crafts Type Reactions
  • 2.2.1.8 Reactions Involving β-Thioxo-1, 2-dithiol
  • 2.2.1.9 Reactions of Dithioenolates
  • 2.2.2 Reactions of dithiocarboxylic acids and esters
  • 2.2.2.1 Reactions of enethiolates
  • 2.2.2. 2 Synthesis of 2H-thiopyran-2-thiones
  • 2.2.2.3 Formation of Other Heterocycles
  • 2.2.2.4 Oxidation Reactions
  • 2.3 Thioamides
  • 2.3.1 Synthesis of thioamides
  • 2.3.2 Reactions of thioamides
  • 2.4 References
  • 3. REACTION OF β-OXODITHIOESTERS WITH CHLOROMETHYLENE IMINIUM SALTS
  • 3. 1 Introduction
  • 3. 1.1 Vilsmeier Haack Reagent
  • 3.1.2 Reactions of Sulfur Compounds with Chloromethylene iminium Salts
  • 3.2 Results and Discussion
  • Fig.1 IR Spectrum (neat) of compound 36
  • Fig.2 H NMR Spectrum (90 MHz) of compound 36
  • Fig. 3 13C NMR Spectrum (22.4 MHz) of compound 36
  • Fig.4 Mass Spectrum (GCM) of compound 36
  • 3.2.1 A Synthesis of β-Methylthio α, β Unsaturated Ketones
  • Fig.5 IR Spectrum (KBr) of compound 43c
  • Fig. 6 H NMR Spectrum (90 MHz) of compound 43c
  • Fig. 7 Mass Spectrum (GCMS) of compound 43c
  • Fig.8 IR Spectrum (KBr) of compound 48
  • Fig.9 H NMR Spectrum (90 MHz) of compound 48
  • Fig.10 13C NMR Spectrum (22.4 MHz) of compound 48
  • Fig.11 Mass Spectrum (GCMS) of compound 48
  • 3.2.2 Reaction of Methyl carbethoxy dithioacetate with Chloro methylene iminium Salt
  • Fig. 12 IR Spectrum (KBr) of compound 51
  • Fig. 13 H NMR Spectrum (90 MHz) of compound 51
  • Fig. 14 13C NMR Spectrum (22.4 MHz) of compound 51
  • Fig.15 Mass Spectrum (EIMS) of compound 51
  • 3.3 Conclusion
  • 3.4 Experimental
  • 3.4.1 Reaction of Βoxodithioesters with Vilsmeier reagent: General procedure
  • 3.4.2 Methyl carbethoxy dithioacetate (36)
  • 3.4.3 Diethyl-6-methylthio-2-dithiopyrone-3, 5-dicarboxylate (57)
  • 3.5 References
  • 4. REACTIONS OF β-OXO THIOAMIDES AND β-OXO DITHIOESTERS WITH 1, 2-BIELECTROPHILES
  • 4.1 Introduction
  • 4.1.1 Reactions of carbanions with isothiocyanates followed by alkylation with functionalized electrophiles
  • 4.1.2 Reactions of enamines
  • 4.2 Results and Discussion
  • 4.2.1 Reactions of Enolates with Phenyl isothiocyanate followed by alkylation with Phenacyl bromide
  • Fig. 1 IR Spectrum (KBr) of compound 65d
  • Fig. 2 H NMR Spectrum (90 MHz) of compound 65d
  • Fig. 3
  • Fig. 4 Mass Spectrum (EIMS) of compound 65d
  • Fig. 5 IR Spectrum (KBr) of compound 69
  • Fig. 6 H NMR Spectrum (90 MHz) of compound 69
  • Fig. 7
  • Fig. 8 Mass Spectrum (EIMS) of compound 69
  • Fig.9 IR Spectrum (KBr) of compound 71a
  • Fig. 10 H NMR Spectrum (90 MHz) of compound 71a
  • Fig. 11
  • Fig. 12 Mass Spectrum (EIMS) ofconlpound 71a
  • 4.2.2 Reaction of β-oxo dithioesters with 1, 2-bielectrophiles
  • 4.2.2.1 Reaction of benzoyl dithioacetate with 1, 2-dibromoethane
  • 4.2.2.2 Reaction of benzoyl dithioacetate with Phenacyl bromide
  • Fig. 13 IR Spectrum (KBr) of compound 79
  • Fig. 14 H NMR Spectrum (300 MHz) of compound 79
  • Fig. 15 Mass Spectrum (EIMS) of compound 79
  • Fig. 16 LR Spectrum (KBr) of compound 83
  • Fig. 17 H NMR Spectrum (300 MHz) of compound 83
  • Fig. 18 Mass Spectrum (EIMS) of cornpound 83
  • 4.3 Conclusions
  • 4.4 Experimental
  • 4.4.1 Reactions of enolates front substituted acetopohenones with phenyl isothiocyanate followed by alkylation with phenacyl bromide
  • 4.4.2 Reactions of enolates from substituted acetopohenones with phenyl isothiocyanate followed by alkylation with αbromo-propiophenone
  • 4.4.3 Reaction of the enolates from acetylthiophene with phenyl isothiocyanate followed by alkylation with phenacylbromide
  • 4.4.4 Reaction of the enolates front acetylace tone with phenyl isothiocyanate followed by alkylation with phenacylbromide
  • 4.4.5 Reaction of the enolates from ethylacetoacetate with phenyl isothiocyanate followed by alkylation with phenacylbromide
  • 4.4.6 Reaction of the benzoyl dithioacetate with 1, 2-dibromoethane of the benzoyl dithioacetate with phenacyl bromide
  • 4.4.7 Reaction of the benzoyl dithioacetate with phenacyl bromide
  • 4.5 References
  • 5. OXIDATIVE CYCLIZATIONS OF β-Oxo-N-ARYLTHIOAMIDES TO SUBSTITUTED BENZOTHIAZOLES
  • 5.1 Introduction:
  • 5.1.1 Benzothiazoles: Synthesis
  • 5. 2 Results and Discussion
  • 5.2.1 Reactions of Cyclohexanone with Aryl isothiocyanates
  • Fig. I 11 NMR Spectrum (90 MHz) of compound 19
  • Fig. 2 13C NMR Spectrum (22.4 MHz) of compound 19
  • Fig. 3 IR Spectrum (KBr) of cornpound 19
  • Fig. 4 Mass Spectrum (EIMS) of compound 1 9
  • 5.2.2 Reactions of α-Tetralone with Aryl isothiocyanates
  • Fig. 5 11 NMR Spectrum (90 MHz) of compoundf 3 1
  • Fig.6 I3C NMR Spectrnni (22.4 MHz) of compound 31
  • Fig. 7 IR Spectrum (KBr) of compound 31
  • Fig.8 Mass Spectrum (EIMS) of compound 31
  • 5.2.3 Reactions of Tetralone with Aryl isothiocyanates
  • Fig. 9 H WMR Spectrum (90 MHz) of compound 33a
  • Fig. 10 13C NMR Spectrum (22.4 MHz) of compound 33a
  • 5.3 Conclusions
  • 5.4 Experimental
  • 5.4.1 Reactions of Cyclohexanone with Aryl isothiocyanates
  • 5.4.2 Reactions of α-Tetralone with Aryl isothiocyanates
  • 5.4.3 Reactions of Cyclohexanone with Aryl isothiocyanates
  • 5.5 References