Central nervous system active compounds. X. Some aspects of the photochemical rearrangement of N-alkylsuccinimides to hexahydroazepinones

1981 ◽  
Vol 34 (12) ◽  
pp. 2695 ◽  
Author(s):  
BA Mooney ◽  
RH Prager ◽  
AD Ward
Keyword(s):  
Central Nervous System ◽  
Nervous System ◽  
Side Reactions ◽  
Active Compounds ◽  
Photochemical Rearrangement

The synthetic potential for the photolysis of alkylsuccinimides to give 6-substituted hexahydroazepine-2,5-diones is investigated. The reaction generally proceeds poorly, particularly when phenyl, cyano or ethoxycarbonyl groups are present. Fragmentation and intramolecular disproportionation reactions are identified as major side reactions.

Central nervous system active compounds. VI. Reissert compounds as precursors of 1-(3-phthalidy1)isoquinolines

1981 ◽  
Vol 34 (1) ◽  
pp. 151 ◽  
Author(s):  
TV Hung ◽  
BA Mooney ◽  
RH Prager ◽  
AD Ward
Keyword(s):  
Central Nervous System ◽  
Nervous System ◽  
Phase Transfer ◽  
Active Compounds ◽  
Central Nervous System Depressant ◽  
Reissert Compounds

The reactions of isoquinoline and phthalazine Reissert compounds with phthalaldehydic acids and their derivatives have been investigated as a means of synthesizing 1-(3-phthalidyl)isoquinolines. Of a variety of conditions tried those involving phase transfer were found, in general, to be the most suitable. The products, which are analogues of the convulsant alkaloid bicuculline, showed weak central nervous system depressant activity.

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