アミノ-3-フェニルイソクマリン類の合成とケイ光性 : イソクマリン誘導体の合成的研究(第1報)

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4-, 5-, 6-, and 7-Nitro-3- (α-nitrobenzylidene) phthalides were obtained by the Gabriels reaction using the corresponding nitro-3-benzylidenephthalides and nitrogen dioxide. The products appeared to consist of two isomeric components. 5-, 6-, and 7-Nitro-3- (α-nitrobenzylidene) phthalides were reacted with hydriodic acid and red phosphorus to obtain 6-, 7-, and 8-amino-3-phenylisocournarins.<BR>Their fluorescence maxima shifted toward longer wavelength in the order of 7->8->6-amino or acetylamino derivatives. The fluorescence intensities, however, were rated in the following order : 8->7->6-amino or acetylamino derivatives.<BR>The ultraviolet absorption spectrum and the fluorescence spectrum of 3-phenylisocoumarin were also compared with those of 3-phenylcoumarin and <I>trans</I>-stilbene.
社団法人有機合成化学協会の論文