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Bischler- Napieralski Reaction. Name: Sawsan Jaber Doctor: Fuad mahmmod. Table of Contents. 1. Objectives 2. Background 3. Reaction and mechanism 4. Application &recent literature 5. Conclusions 6. References. objective.

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bischler napieralski reaction

Bischler-Napieralski Reaction

Name: Sawsan Jaber

Doctor: Fuad mahmmod

table of contents
Table of Contents

1. Objectives

2. Background

3. Reaction and mechanism

4. Application &recent literature

5. Conclusions

6. References


The object of this research is to know a new information about this reaction

And its application.

  • IT is an intramolecularelectrophilic aromatic substitutionreaction thatallows for thecyclizationof β-arylethylamides or β-arylethylcarbamates.
  • It was first discovered in 1893 byAugust BischlerandBernard Napieralski.
  • in affiliation withBasleChemical Works and theUniversity of Zurich.
  • The reaction is most notably used in the synthesis of dihydroisoquinolines, which can be subsequentlydehydratedtoisoquinolines.
the Bischler-Napieralski Reaction involves an initial dehydration step of the amide followed by a cyclization.
  • Then formed nitrilium salts upon mild heating, whereas the Bischler-Napieralski Reaction required elevated temperatures to form dihydroisoquinolines.
  • In the dehydration, reagents such as PCl5, POCl3, SOCl2, ZnCl2 can be used to promote loss of the carbonyl oxygen.
application and recent literature
Application and recent literature
  • A Versatile Cyclodehydration Reaction for the Synthesis of Isoquinoline and β-Carboline Derivatives

this reactions allowed the production of substituted isoquinoline libraries. The generated dihydroisoquinolines and tetrahydroisoquinolines could be oxidized to their corresponding isoquinoline analogues.

  • Finely we know that The Bischler–Napieralski reaction is an intramolecular electrophilic aromatic substitution reaction.
  • And we try to present its reactions.
  • August Bischler, Bernard Napieralski (1893). "Zur Kenntniss einer neuen Isochinolinsynthese". Berichte der Deutschen Chemischen Gesellschaft26 (2): 1903.