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

Authors

  • Елена К. Авакян North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Гульминат А. Амангазиева North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Олег П. Демидов North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Анастасия А. Боровлева North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Елена С. Бекетова North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Оксана А. Нечаева North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia
  • Иван В. Боровлев North Caucasus Federal University, 1a Pushkina St., Stavropol 355009, Russia

DOI:

https://doi.org/10.1007/5118

Keywords:

nitroquinoline N-methyl cations, nitroquinolines, nucleophilic addition.

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.

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Published

2019-08-14

Issue

Vol. 55 No. 8 (2019)

Section

Original Papers