Concerning the mechanism of the Friedländer quinoline synthesis
JM Muchowski, ML Maddox
Index: Muchowski, Joseph M.; Maddox, Michael L. Canadian Journal of Chemistry, 2004 , vol. 82, # 3 p. 461 - 478
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Citation Number: 52
Abstract
Detailed experiments regarding the mechanism of the Friedländer synthesis of quinolines from o-aminobenzaldehydes and simple aldehydes or ketones are described. Under the basic or acidic conditions commonly used in this reaction, it is concluded that the first step involves a slow intermolecular aldol condensation of the aldehyde or ketone with the o- aminobenzaldehyde. The aldol adduct 5 generated in this manner then undergoes very ...
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