

NUCLEOPHILIC ADDITION OF AMIDE ANIONS TO 1-METHYL-5(6,7,8)-NITROQUINOLINIUM SALTS

Abstract
The stable adducts, N-(1-methyl-5(6,7,8)-nitro-1,2-dihydroquinolin-2-yl)benzamides were synthesized for the first time by the action of amide anions of aromatic acids on the N-methyl salts of 5-, 6-, 7-, and 8-nitroquinolines in anhydrous MeCN. Oxidative dehydrogenation of these amides afforded aroylimino derivatives of the corresponding 1-methyl-5(6,7,8)-nitro-2-quinolones.
Keywords
nitroquinoline N-methyl cations; nitroquinolines; nucleophilic addition.
Latvian Institute of Organic Synthesis - Aizkraukles iela, 21, Riga, LV-1006, Latvia - hgs@osi.lv