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Tandem Oxidative ?-Hydroxylation/?-Acetalization Reaction of ?-Ketoamides and Its Applications.

ABSTRACT: A tandem oxidative ?-hydroxylation/?-acetalization reaction of ?-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 ?-hydroxy-?-ketoamides and quinolinones was also described.

SUBMITTER: Zhang Z

PROVIDER: S-EPMC6645376 | biostudies-literature | 2017 Nov

REPOSITORIES: biostudies-literature

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Tandem Oxidative α-Hydroxylation/β-Acetalization Reaction of β-Ketoamides and Its Applications.

Zhang Zhiguo Z Gao Xiaolong X Yu Haifeng H Bi Jingjing J Zhang Guisheng G

ACS omega 20171109 11

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-<i>N</i>-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. ...[more]

PMID: 31457331

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