Synthesis of the naphthalenone, dihydroquinoline, and dihydrofuran derivatives

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7 Atıf (Scopus)

Özet

The reactions of enaminones with dimethyl diazomalonate were investigated in the presence of copper(II) acetylacetonate. From the reaction of (E)-3-[methyl(phenyl)amino]-1-phenylprop-2-en-1-one (6c), dimethyl 2-[methyl(phenyl)amino]-4-oxonaphthalene-1,1-(4H)-dicarboxylate, was unexpectedly obtained as the major product. Quinoline derivatives were formed as the major products in the case of N-methyl-p-anisidino and N-methyl-p-toluidino enaminones. The reactions of acetyl enaminones were also realized, and quinoline derivatives were isolated as the major products. 3H- and 5H-dihydrofurans were also formed as side products in these reactions. These results differ from those reported earlier on the reactions of tertiary enaminones with carbenes/metal carbenes.

Orijinal dilİngilizce
Sayfa (başlangıç-bitiş)1115-1129
Sayfa sayısı15
DergiHelvetica Chimica Acta
Hacim94
Basın numarası6
DOI'lar
Yayın durumuYayınlandı - Haz 2011

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