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Heterocyclic Rings Thiophene

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Presentation on theme: "Heterocyclic Rings Thiophene"— Presentation transcript:

1 Heterocyclic Rings Thiophene

2 Importance Pyrantal 49, is a broad spectrum anthelmintic agent (طارد للديدان المعوية) effective against pinworm and hookworm Bioten50 (Vitamin H),, occurs in yeast and egg Thiophene also occurs in organic conducting polymers

3 Ring Synthesis The Pall Synthesis
Lawesson's reagent can be used also in this synthesis.

4 Applications of Lawesson’s reagent

5 The Hinzberg Synthesis

6 The Gewald Synthesis

7 Reactions of Thiophene
Electrophilic Substitution Substitution takes place at the 2- position  Reactivity pyrrole >> furan > thiophene > benzene Thiophene tends to undergo substitution rather than addition reactions and it is not so readily cleaved by acids as is furan.

8 Substitution of 2-substituted thiophene

9

10 Nucleophilic Substitution

11 Cycloaddition Reaction Thiophene is a poor diene

12 Diels-Alder Cycloaddition

13 Cycloadditions of thiophene

14


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