Cascade recyclization of N-arylitaconimides as a new approach to the synthesis of polyfunctional octahydroquinolines

Autor: Mikhail Yu. Krysin, Yevgeniya A. Kosheleva, Khidmet S. Shikhaliev, Andrei Yu. Potapov, Yurii A. Kovygin, Dmitriy Yu. Vandyshev, Irina V. Ledenyova
Rok vydání: 2019
Předmět:
Zdroj: Chemistry of Heterocyclic Compounds. 55:748-754
ISSN: 1573-8353
0009-3122
Popis: A new variant of Hantzsch reaction was developed for the synthesis of 1,2,3,4,5,6,7,8-octahydroquinolines on the basis of regioselective cascade recyclization of N-arylitaconimides in reactions with 3-aminocyclohex-2-enones. The mechanism of this domino process included С-nucleophilic addition of enaminone to the activated multiple bond of itaconimide and intramolecular transamidation with simultaneous recyclization of the intermediate.
Databáze: OpenAIRE