Synlett 2014; 25(10): 1458-1460
DOI: 10.1055/s-0033-1341243
letter
© Georg Thieme Verlag Stuttgart · New York

Copper-Catalyzed Aerobic Oxidative C–C Bond Cleavage of 1,3-Diaryl­diketones To Synthesize 1,2-Diketones

Authors

  • Chun Zhang

    a   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191, P. R. of China
  • Xiaoyang Wang

    a   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191, P. R. of China
  • Ning Jiao*

    a   State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University, Xue Yuan Rd. 38, Beijing 100191, P. R. of China
    b   State Key Laboratory of Organometallic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. of China   Fax: +86(10)82805297   Email: jiaoning@bjmu.edu.cn
Further Information

Publication History

Received: 12 February 2014

Accepted after revision: 25 March 2014

Publication Date:
08 May 2014 (online)


Graphical Abstract

Preview

Abstract

An aerobic oxidative C–C bond cleavage of 1,3-diaryldiketones for the synthesis of 1,2-diketones by using O2 as the oxidant has been developed. Control experiments illustrate that the copper catalyst not only assist the aerobic oxidative process of 1,3-diketones, but also catalyze the 1,2-Wagner–Meerwein-type rearrangement process.

Supporting Information