A convenient method for synthesizing modified 4-nitrophenols.
[reaction: see text] Beta-nitroenamine having a formyl group behaves as the synthetic equivalent of unstable nitromalonaldehyde upon treatment with ketones under basic conditions and leads to 2,6-disubstituted 4-nitrophenols. The present method is safer than the conventional one using sodium nitromalonaldehyde and enables the preparation of hitherto unknown nitrophenols.
Nakaike
Yumi
Y
Department of Chemistry, Osaka Kyoiku University, Asahigaoka 4-698-1, Kashiwara, Osaka 582-8582, Japan.
Kamijo
Yoshio
Y
Mori
Satoshi
S
Tamura
Mina
M
Nishiwaki
Nagatoshi
N
Ariga
Masahiro
M
D015394:Molecular Structure; D009596:Nitrophenols / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism
D009596:Nitrophenols; C024836:4-nitrophenol