SYNTHETIC ANALOGS OF Peganum ALKALOIDS VI. PHOTOCHEMICAL OXIDATION OF 2,3-POLYMETHYLENEQUINAZOLINE DERIVATIVES

Article abstract of DOI:10.1007/BF00636570

The rates of the photochemical oxidation of quinazoline alkaloids - deoxypeganine, peganine, pentamethylenequinazoline, and peganol - to the corresponding oxo derivatives have been studied.It has been shown by HPLC that the oxidation of deoxypeganine proceeds through a stage of the formation of a carbinolamine (peganol); in the case of its hydrochloride, the reaction takes place by the same scheme but four times more slowly.Tetra- and pentamethylenequinazolines have been synthesized and information on their melting points in the literature has been corrected.In the series trimethylenequinazoline-pentamethylenequinazoline -tetramethylenequinazoline the stability falls from left to right.