An expeditious I2-catalyzed entry into 6H-indolo[2,3-b]quinoline system of cryptotackieine.
A synthesis of a series of novel 6H-indolo[2,3-b]quinolines with different substituents on the quinoline ring is described. The method involves reaction of indole-3-carboxyaldehyde with aryl amines in the presence of a catalytic amount of iodine in refluxing diphenyl ether to yield indolo[2,3-b]quinolines in one-pot. The present approach provides a new route for the synthesis of polycyclic structures related to an alkaloid cryptotackieine (neocryptolepine).
National Institute of Oceanography, Dona Paula, Goa 403 004, India.
Prakash T
PT
Parvatkar
Perunninakulath S
PS
Parameswaran
Santosh G
SG
Tilve
D002384:Catalysis; D026121:Indole Alkaloids / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D013058:Mass Spectrometry; D011804:Quinolines / Q000737:chemistry*; D013055:Spectrophotometry, Infrared
C546106:6H-indolo(2,3-b)quinoline; D026121:Indole Alkaloids; D007211:Indoles; D011804:Quinolines; C490953:cryptotackiene