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,
View ORCID ProfileChao Liu¹,
Hong Yi¹,
View ORCID ProfileLingkui 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

1College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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Zhiliang Huang

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.

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Xiaotian Qi

3School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.

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Yingzi Li

3School of Chemistry and Chemical Engineering, Chongqing University, Chongqing 400030, China.

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Guanghui Zhang

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.

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Chao Liu

1College 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

1College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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Lingkui Meng

1College of Chemistry and Molecular Sciences, Institute for Advanced Studies, Wuhan University, Wuhan 430072, China.

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ORCID record for Lingkui Meng

Emilio E. Bunel

2Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.

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Jeffrey T. Miller

2Chemical Sciences and Engineering Division, Argonne National Laboratory, 9700 South Cass Avenue, Argonne, IL 60439, USA.

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Chih-Wen Pao

4National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan.

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Jyh-Fu Lee

4National Synchrotron Radiation Research Center, Hsinchu 30076, Taiwan.

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Yu Lan

3School 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

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.

5National 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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