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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


Objective
objective

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

And its application.


Background
BACKGROUND

  • 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 dehydration step of the amide followed by a cyclization.

  • 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.


Conclusion
conclusion 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.


References
References isoquinoline libraries. The generated dihydroisoquinolines and tetrahydroisoquinolines could be oxidized to their corresponding isoquinoline analogues.

  • http://www.organic-chemistry.org/namedreactions/claisen-condensation.shtm.

  • August Bischler, Bernard Napieralski (1893). "Zur Kenntniss einer neuen Isochinolinsynthese". Berichte der Deutschen Chemischen Gesellschaft26 (2): 1903.


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