PHOTOCHEMICAL REACTIONS OF 7-AMINOCOUMARINS. 4. REACTION OF 4-METHYL-7-DIETHYLAMINOCOUMARIN WITH COMPOUNDS TENDING TO PHOTOLYTIC DISSOCIATION

Article abstract of DOI:10.1007/BF00480748

The photochemical reactions of 4-methyl-7-diethylaminocoumarin with a series of alkyl halides including isopropyl iodide, allyl iodide, bromoacetone, α-bromoethyl acetate, phenacyl bromide, p-bromophenacyl bromide, and chloroacetonitrile, and aryl iodides including iodobenzene, 2-nitroiodobenzene, 3,4-dimethoxyiodobenzene, and 3-iodo-4-methyl-7-diethylaminocoumarin proceed by a radical addition mechanism to give 3-substituted aminocoumarins.A series of 3-substituted 7-aminocoumarins was also obtained as a result of the photochemical reactions of 4-methyl-7-diethylaminocoumarin, with other reagents, having photolabile chemical bonds such as dioxanyl peroxide, phenyl iodosodiacetate, and nitromethane.The luminescence characteristics of the compounds synthesized were studied.