tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

Peng Fei Dai; Yi Ping Wang; Jian Ping Qu; Yan Biao Kang

doi:10.1021/acs.orglett.1c03434

tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

Peng Fei Dai, Yi Ping Wang, Jian Ping Qu, Yan Biao Kang

School of Chemistry and Moleculai Engineering

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

15 Scopus citations

Abstract

A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (^tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.

Original language	English
Pages (from-to)	9360-9364
Number of pages	5
Journal	Organic Letters
Volume	23
Issue number	24
DOIs	https://doi.org/10.1021/acs.orglett.1c03434
State	Published - 17 Dec 2021

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title = "tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides",

abstract = "A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.",

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doi = "10.1021/acs.orglett.1c03434",

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T1 - tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

AU - Dai, Peng Fei

AU - Wang, Yi Ping

AU - Qu, Jian Ping

AU - Kang, Yan Biao

PY - 2021/12/17

Y1 - 2021/12/17

N2 - A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.

AB - A synthetically practical transition metal/catalyst/halogen-free dehydrogenative coupling of aldehydes with N-hydroxyimides promoted solely by tert-butyl nitrite under mild conditions was developed. tert-Butyl nitrite generates two radicals (tBuO and NO) and thus works as a twofold hydrogen abstractor. A diverse array of N-hydroxyimide esters were prepared from either aliphatic or aromatic aldehydes. Benzoyl-substituted aldehydes such as 2-oxo-2-phenylacetaldehyde are also suitable.

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U2 - 10.1021/acs.orglett.1c03434

DO - 10.1021/acs.orglett.1c03434

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AN - SCOPUS:85120579976

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 24

ER -

tert-Butyl Nitrite as a Twofold Hydrogen Abstractor for Dehydrogenative Coupling of Aldehydes with N-Hydroxyimides

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