Quinoline Alkaloids. Synthesis of Khaplofoline, Ribalinine, and Flindersine

M. Subramanian, P. S. Mohan, P. Shanmugam, K. J. Rajendra Prasad
1992 Zeitschrift für Naturforschung. B, A journal of chemical sciences  
Reaction of 4-hydroxy-3-prenylquinolin-2(1 H)one (5 a) with iodine and silver acetate gave a iodopyranoquinoline (6 a), which was then converted into the alkaloids khaplofoline (1) and ribalinine (2). Reaction of 5a with iodine and mercuric oxide afforded a mixture of 6a and its angular isomer 7 a; the coversion of latter into flindersine (10) is described.
doi:10.1515/znb-1992-0721 fatcat:64jpmlhrtrdx3frla5tx7yhvvu