Copper-catalyzed aerobic oxidative coupling: From ketone and diamine to pyrazine

Kun Wu; Zhiliang Huang; Xiaotian Qi; Yingzi Li; Guanghui Zhang; Chao Liu; Hong Yi; Lingkui Meng; Emilio E. Bunel; Jeffrey T. Miller; Chih-Wen Pao; Jyh-Fu Lee; Yu Lan; Aiwen Lei

doi:10.1126/sciadv.1500656

Research ArticleORGANIC CHEMISTRY

Copper-catalyzed aerobic oxidative coupling: From ketone and diamine to pyrazine

Kun Wu¹,*,
Zhiliang Huang¹,²,*,
Xiaotian Qi³,
Yingzi Li³,
Guanghui Zhang¹,²,
Chao Liu¹,
Hong Yi¹,
Lingkui Meng¹,
Emilio E. Bunel²,
Jeffrey T. Miller²,
Chih-Wen Pao⁴,
Jyh-Fu Lee⁴,
Yu Lan³,† and
Aiwen Lei¹,²,⁵,†

¹College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.
²Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.
³School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.
⁴National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan.
⁵National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, China.

↵†Corresponding author. E-mail: aiwenlei{at}whu.edu.cn (A.L.); lanyu{at}cqu.edu.cn (Y.L.)

↵* These authors contributed equally to this work.

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Science Advances 09 Oct 2015:
Vol. 1, no. 9, e1500656
DOI: 10.1126/sciadv.1500656

Kun Wu

College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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Zhiliang Huang

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Xiaotian Qi

School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.

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Yingzi Li

School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.

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Guanghui Zhang

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Chao Liu

College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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ORCID record for Chao Liu

Hong Yi

College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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Lingkui Meng

College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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Emilio E. Bunel

Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.

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Jeffrey T. Miller

Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.

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Chih-Wen Pao

National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan.

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Jyh-Fu Lee

National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan.

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Yu Lan

School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.

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For correspondence: aiwenlei@whu.edu.cn lanyu@cqu.edu.cn

Aiwen Lei

College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.National Research Center for Carbohydrate Synthesis, Jiangxi Normal University, Nanchang 330022, China.

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For correspondence: aiwenlei@whu.edu.cn lanyu@cqu.edu.cn

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Copper-catalyzed aerobic oxidative coupling: From ketone and diamine to pyrazine

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