Friedlaender chinoline
SMARTS: [NH2;$(N-c1ccccc1):1]-[c:2]:[c:3]-[CH1:4]=[OD1].[C;$(C([#6])[#6]):6](=[OD1])-[CH2;$(C([#6])[#6]);!$(C(C=O)C=O):5]>>[N:1]1-[c:2]:[c:3]-[C:4]=[C:5]-[C:6]:1
Conditions
Reactant 1: 2-aminobenzaldehyde.
Reactant 2: ketone.
References
Friedländer, P., Chemische Berichte, 1882
C.-S. Jia, Z. Zhang, S.-J. Tu, G.-W. Wang, Org. Biomol. Chem., 2006, 4, 104-110.
Other sources
Organic chemistry
Wikipedia