Abstract
Iodine-catalyzed aza-Diels–Alder (Povarov) reaction of 3,4-dihydro-2H-pyran with in situ generated N-arylimines containing enolizable protons is described. This has given an easy way to introduce C-2 aliphatic substitution in tetrahydroquinolines.
ACKNOWLEDGMENTS
One of the authors, N. P. S. R., thanks Dr. Goutam Das, president, Syngene International Ltd., for constant motivation and allocation of resources for this work.
Notes
a All the reactions were carried out with 30 mol% iodine in acetonitrile at ambient temperature.
b Isolated yields after flash-column chromatography.
c Isomer ratios were calculated based on 1H NMR spectra of the crude products.
a Combined isolated yields.