Copper-catalyzed aerobic aliphatic C-H oxygenation directed by an amidine moiety

Yi Feng Wang; Hui Chen; Xu Zhu; Shunsuke Chiba

doi:10.1021/ja305833a

Copper-catalyzed aerobic aliphatic C-H oxygenation directed by an amidine moiety

Yi Feng Wang, Hui Chen, Xu Zhu, Shunsuke Chiba^*

^*Corresponding author for this work

Nanyang Technological University

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

194 Citations (Scopus)

Abstract

A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr•SMe ₂/2,2′-bipyridine catalytic system under an O ₂ atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.

Original language	English
Pages (from-to)	11980-11983
Number of pages	4
Journal	Journal of the American Chemical Society
Volume	134
Issue number	29
DOIs	https://doi.org/10.1021/ja305833a
Publication status	Published - Jul 25 2012
Externally published	Yes

ASJC Scopus Subject Areas

Catalysis
General Chemistry
Biochemistry
Colloid and Surface Chemistry

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10.1021/ja305833a

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abstract = "A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr•SMe 2/2,2′-bipyridine catalytic system under an O 2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.",

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AU - Wang, Yi Feng

AU - Chen, Hui

AU - Zhu, Xu

AU - Chiba, Shunsuke

PY - 2012/7/25

Y1 - 2012/7/25

N2 - A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr•SMe 2/2,2′-bipyridine catalytic system under an O 2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.

AB - A method for the oxygenation of tertiary C-H bonds of N-alkylamidines and N-(2-alkylaryl)amidines is described that utilizes the CuBr•SMe 2/2,2′-bipyridine catalytic system under an O 2 atmosphere and provides dihydrooxazoles and 4H-1,3-benzoxazines. The oxygen atom is incorporated from atmospheric molecular oxygen during the present process.

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M3 - Article

AN - SCOPUS:84864189378

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JO - Journal of the American Chemical Society

JF - Journal of the American Chemical Society

IS - 29

ER -

Copper-catalyzed aerobic aliphatic C-H oxygenation directed by an amidine moiety

Abstract

ASJC Scopus Subject Areas

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