Synthesis of the naphthalenone, dihydroquinoline, and dihydrofuran derivatives
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.
Guengoer, Fuesun Seyma,Anac, Olcay,Sezer, Oezkan
experimental part
p. 1115 - 1129
(2011/08/05)
Zur Herstellung von β-Chlorovinylcarbonyl-Verbindungen aus γ-Chloroallyl-ethern
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Schulze, Klaus,Rentsch, Martina,Haufe, Guenter,Welsch, Thomas
p. 483 - 484
(2007/10/02)
Fragmentation reactions of naphthalene derivatives with C4 side chains
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Wiegrebe,Schlunegger,Perrollaz,Riedl
p. 328 - 340
(2007/10/06)
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