Sequential addition/annulation reactions of sulfinate and nitrite anions to b-(2-aminophenyl)-a,b-ynones led to valuable 4-sulfonylquinolines and 4-nitroquinolines. The latter proved to be versatile precursors of N-unsubstituted 4-aminoquinolines and 4-quinolones. Reaction of b-(2-aminophenyl)-a,b-ynones with DMF/NaOH resulted in the formation of 4-(dimethylamino)quinolines. The use of an alternative CO-free procedure for the preparation of substrates b-(2-aminophenyl)-a,b-ynones allowed extension of the methodology to the synthesis of 4-substituted 2-alkylquinolines.
An Improved Environmentally Friendly Approach to 4-Nitro-, 4-Sulfonyl-, and 4-Aminoquinolines and 4-Quinolones through Conjugate Addition of Nucleophiles to b-(2-Aminophenyl)-a,b-ynones
Rode, Navnath D.Membro del Collaboration Group
;Arcadi, AntonioMembro del Collaboration Group
;Chiarini, MarcoMembro del Collaboration Group
;Marinelli, Fabio
Writing – Original Draft Preparation
2017-01-01
Abstract
Sequential addition/annulation reactions of sulfinate and nitrite anions to b-(2-aminophenyl)-a,b-ynones led to valuable 4-sulfonylquinolines and 4-nitroquinolines. The latter proved to be versatile precursors of N-unsubstituted 4-aminoquinolines and 4-quinolones. Reaction of b-(2-aminophenyl)-a,b-ynones with DMF/NaOH resulted in the formation of 4-(dimethylamino)quinolines. The use of an alternative CO-free procedure for the preparation of substrates b-(2-aminophenyl)-a,b-ynones allowed extension of the methodology to the synthesis of 4-substituted 2-alkylquinolines.File in questo prodotto:
Non ci sono file associati a questo prodotto.
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.
