Tandem Oxidative α-Hydroxylation/β-Acetalization Reaction of β-Ketoamides and Its Applications
Author(s) -
Zhiguo Zhang,
Xiaolong Gao,
Haifeng Yu,
Jingjing Bi,
Guisheng Zhang
Publication year - 2017
Publication title -
acs omega
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.779
H-Index - 40
ISSN - 2470-1343
DOI - 10.1021/acsomega.7b01526
Subject(s) - hydroxylation , tandem , oxidative phosphorylation , chemistry , catalysis , organic chemistry , combinatorial chemistry , reaction conditions , cascade reaction , materials science , biochemistry , composite material , enzyme
A tandem oxidative α-hydroxylation/β-acetalization reaction of β-ketoamides was developed in the presence of PIDA and NaOH. This reaction proceeded at 25 °C in the absence of a metal catalyst to provide 2-hydroxy-3,3-dimethoxy- N -substituted butanamides in good to excellent yields from readily available starting materials. The application of this chemistry to the construction of α-hydroxy-β-ketoamides and quinolinones was also described.
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