Access to New 2-Oxofuro[2,3-<i>b</i>]pyrroles and 2-Methylenepyrroles
through the Reaction of 1,2-Diaza-1,3-butadienes and γ-Ketoesters
Orazio A. Attanasi
Lucia De Crescentini
Gianfranco Favi
Paolino Filippone
Fabio Mantellini
Stefania Santeusanio
10.1021/jo0349072.s001
https://acs.figshare.com/articles/journal_contribution/Access_to_New_2_Oxofuro_2_3_i_b_i_pyrroles_and_2_Methylenepyrroles_through_the_Reaction_of_1_2_Diaza_1_3_butadienes_and_Ketoesters/3342619
New and interesting 2-oxofuro[2,3-<i>b</i>]pyrroles and 19-methyl-15-oxa-20-azatricyclo[12.3.3.0<sup>1,14</sup>]icos-18-en-18-carboxylates have been obtained in good yields by the one-pot reaction, in basic medium,
of 1,2-diaza-1,3-butadienes with diethyl or dimethyl acetylsuccinate or methyl 2-(1,3-dioxo-2-cyclotetradecyl)acetate, respectively, under mild conditions. Treatment of the same starting
materials with diethyl 2-acetylglutarate, in acidic medium, afforded unknown 2-methylenepyrrole
derivatives in high yields. Novel 4-(3-oxopropyl)-2,5-dimethyl-1<i>H</i>-pyrrole-3-carboxylates also have
been achieved by reacting 1,2-diaza-1,3-butadienes with ethyl or methyl 4-acetyl-5-oxo-hexanoate.
2004-04-16 00:00:00
New
diethyl
dimethyl acetylsuccinate
yield
diaza
acidic medium
pyrrole