Gold(I)-catalyzed formation of dihydroquinolines and indoles from N-aminophenyl propargyl malonates.
The use of [XPhosAu(NCMe)]SbF(6) in nitromethane at 100 °C allows the rapid and efficient formation of variously substituted dihydroquinolines, which can be subsequently converted into indoles by a rare photochemical rearrangement.
Gronnier
Colombe
C
Laboratoire de Synthèse Organique, UMR 7652 CNRS/Ecole Polytechnique, Ecole Polytechnique, 91128 Palaiseau, France.
Odabachian
Yann
Y
Gagosz
Fabien
F
D002384:Catalysis; D006046:Gold / Q000737:chemistry*; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D008314:Malonates / Q000737:chemistry*; D015394:Molecular Structure; D050607:Organogold Compounds / Q000737:chemistry*; D010293:Pargyline / Q000031:analogs & derivatives / Q000737:chemistry*; D011804:Quinolines / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D007211:Indoles; D008314:Malonates; D050607:Organogold Compounds; D011804:Quinolines; D006046:Gold; D010293:Pargyline