Synthesis of 2,3-Fused Quinolines from 3-Substituted Quinoline 1-Oxides. Part 1.

Safe and Practical Large-Scale Synthesis of 2-Aminoquinoline-6-Carboxylic Acid Benzyl Ester

“…The procedure also utilizes corrosive trifluoroacetic anhydride . The following amination protocol leading to the 2-aminoquinoline 5 employs chloroform as a solvent and also produces the corresponding 2-hydroxyquinoline 6 as a major byproduct …”

Cyclocondensation of 3,3-diamino-1-phenylpropenone with pyridine and quinoline N-oxides containing an electrophilic group in position 3

“…The presence of other reactive substituents in the N-oxide molecule opens a pathway to the construction of condensed heterocycles [3,4].…”