Copper-catalyzed aerobic aliphatic C-H oxygenation with hydroperoxides

Pei Chui Too; Ya Lin Tnay; Shunsuke Chiba

doi:10.3762/bjoc.9.138

Copper-catalyzed aerobic aliphatic C-H oxygenation with hydroperoxides

Pei Chui Too, Ya Lin Tnay, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

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

22 Citations (Scopus)

Abstract

We report herein Cu-catalyzed aerobic oxygenation of aliphatic C-H bonds with hydroperoxides, which proceeds by 1,5-H radical shift of putative oxygen-centered radicals (O-radicals) derived from hydroperoxides followed by trapping of the resulting carboncentered radicals with molecular oxygen.

Original language	English
Pages (from-to)	1217-1225
Number of pages	9
Journal	Beilstein Journal of Organic Chemistry
Volume	9
DOIs	https://doi.org/10.3762/bjoc.9.138
Publication status	Published - Jun 25 2013
Externally published	Yes

ASJC Scopus Subject Areas

Organic Chemistry

Keywords

1,4-diols
1,5-H radical shift
Copper
Free radical
Hydroperoxides
Molecular oxygen

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10.3762/bjoc.9.138

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title = "Copper-catalyzed aerobic aliphatic C-H oxygenation with hydroperoxides",

abstract = "We report herein Cu-catalyzed aerobic oxygenation of aliphatic C-H bonds with hydroperoxides, which proceeds by 1,5-H radical shift of putative oxygen-centered radicals (O-radicals) derived from hydroperoxides followed by trapping of the resulting carboncentered radicals with molecular oxygen.",

keywords = "1,4-diols, 1,5-H radical shift, Copper, Free radical, Hydroperoxides, Molecular oxygen",

author = "Too, \{Pei Chui\} and Tnay, \{Ya Lin\} and Shunsuke Chiba",

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AU - Too, Pei Chui

AU - Tnay, Ya Lin

AU - Chiba, Shunsuke

PY - 2013/6/25

Y1 - 2013/6/25

N2 - We report herein Cu-catalyzed aerobic oxygenation of aliphatic C-H bonds with hydroperoxides, which proceeds by 1,5-H radical shift of putative oxygen-centered radicals (O-radicals) derived from hydroperoxides followed by trapping of the resulting carboncentered radicals with molecular oxygen.

AB - We report herein Cu-catalyzed aerobic oxygenation of aliphatic C-H bonds with hydroperoxides, which proceeds by 1,5-H radical shift of putative oxygen-centered radicals (O-radicals) derived from hydroperoxides followed by trapping of the resulting carboncentered radicals with molecular oxygen.

KW - 1,4-diols

KW - 1,5-H radical shift

KW - Copper

KW - Free radical

KW - Hydroperoxides

KW - Molecular oxygen

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DO - 10.3762/bjoc.9.138

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AN - SCOPUS:84879977534

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JO - Beilstein Journal of Organic Chemistry

JF - Beilstein Journal of Organic Chemistry

ER -

Copper-catalyzed aerobic aliphatic C-H oxygenation with hydroperoxides

Abstract

ASJC Scopus Subject Areas

Keywords

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