Oxidative Amination of Aldehydes with Amines into α-Amino Ketones

Jie Sheng Tian; Shuang Wen Xu; Yan Hang Bi; Zhan Zhi Cao; Teck Peng Loh

doi:10.1021/acs.orglett.3c03771

Oxidative Amination of Aldehydes with Amines into α-Amino Ketones

Jie Sheng Tian^*, Shuang Wen Xu, Yan Hang Bi, Zhan Zhi Cao, Teck Peng Loh

^*Corresponding author for this work

Research output: Contribution to journal › Article › peer-review

7 Citations (Scopus)

Abstract

Oxidative amination for the installation of nitrogen functional molecules from nitrogen nucleophiles has always been a very challenging topic in organic synthesis. Here we report a novel conversion of different aldehydes with secondary amines for the synthesis of diversified α-amino ketones. This method can be achieved through oxidative rearrangement of an in situ-generated enamine intermediate promoted by commercially available sodium percarbonate. Furthermore, this one-pot process is also suitable for the functional modification of complex molecules.

Original language	English
Pages (from-to)	8922-8926
Number of pages	5
Journal	Organic Letters
Volume	25
Issue number	49
DOIs	https://doi.org/10.1021/acs.orglett.3c03771
Publication status	Published - Dec 15 2023
Externally published	Yes

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Publisher Copyright:
© 2023 American Chemical Society.

ASJC Scopus Subject Areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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abstract = "Oxidative amination for the installation of nitrogen functional molecules from nitrogen nucleophiles has always been a very challenging topic in organic synthesis. Here we report a novel conversion of different aldehydes with secondary amines for the synthesis of diversified α-amino ketones. This method can be achieved through oxidative rearrangement of an in situ-generated enamine intermediate promoted by commercially available sodium percarbonate. Furthermore, this one-pot process is also suitable for the functional modification of complex molecules.",

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AU - Tian, Jie Sheng

AU - Xu, Shuang Wen

AU - Bi, Yan Hang

AU - Cao, Zhan Zhi

AU - Loh, Teck Peng

PY - 2023/12/15

Y1 - 2023/12/15

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AB - Oxidative amination for the installation of nitrogen functional molecules from nitrogen nucleophiles has always been a very challenging topic in organic synthesis. Here we report a novel conversion of different aldehydes with secondary amines for the synthesis of diversified α-amino ketones. This method can be achieved through oxidative rearrangement of an in situ-generated enamine intermediate promoted by commercially available sodium percarbonate. Furthermore, this one-pot process is also suitable for the functional modification of complex molecules.

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Oxidative Amination of Aldehydes with Amines into α-Amino Ketones

Abstract

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ASJC Scopus Subject Areas

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