Overall Score3.5
- Generality
- Reagent Availability
- Experimental User Friendliness
- Criteria #4
- Criteria #5
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General Characteristics
The condensation of benzaldehydes or arylketones with aminoacetaldehyde acetals gives isoquinolines.
Alternatively, the condensation of benzylamines with glyoxal hemiacetals also works for synthesizing the same products (the Schlittler-Muller modification).
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General References
Pomeranz, C. Monatsh 1893, 14, 116.
Fritsch, P. Ber. 1893, 26, 419.
Schlittler, E.; Muller, J. Helv. Chim. Acta 1948, 31, 914, 1119.
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Reaction Mechanism
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Examples
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Experimental Procedure
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Experimental Tips
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References
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Related Reactions
Conrad-Limpach Quinoline Synthesis
Niementowski Quinoline/Quinazoline Synthesis
Bischler-Napieralski Isoquinoline Synthesis
Pfitzinger Quinoline Synthesis
Friedländer Quinoline Synthesis
Pictet-Gams Isoquinoline Synthesis
Doebner-von Miller quinoline synthesis
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Related Books
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External Links