Affiliation:
1. Dipartimento di Scienze Fisiche e Chimiche, Università di L’Aquila
2. Facoltà di Bioscienze e Tecnologie Agroalimentari e Ambientali, Università di Teramo
Abstract
Sequential addition/annulation reactions of sulfinate and nitrite anions to β-(2-aminophenyl)-α,β-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 β-(2-aminophenyl)-α,β-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 β-(2-aminophenyl)-α,β-ynones allowed extension of the methodology to the synthesis of 4-substituted 2-alkylquinolines.
Subject
Organic Chemistry,Catalysis
Cited by
25 articles.
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