Synlett 2015; 26(20): 2843-2848
DOI: 10.1055/s-0035-1560637
letter
© Georg Thieme Verlag Stuttgart · New York

Palladium-Catalyzed Regioselective C–H Bond Acetoxylation–Alkoxylation of Azoxybenzenes

Authors

  • Meng Sun*

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Liang Zhang

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Cheng-Wen Hua

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Zhe Wang

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Le-Kai Hou

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Su-Xian Cai

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
  • Shuang Li

    Key Laboratory of Synthetic and Natural Functional Molecule Chemistry of Ministry of Education, Department of Chemistry & Materials Science, Northwest University, Xi’an 710127, P. R. of China   Email: sunmeng@nwu.edu.cn
Further Information

Publication History

Received: 04 July 2015

Accepted after revision: 31 August 2015

Publication Date:
21 October 2015 (online)


Graphical Abstract

Abstract

Efficient strategies for the regioselective ortho acetoxylation/alkoxylation of C–H bond of azoxybenzenes in the presence of palladium catalysts were developed using PhI(OAc)2 as the teminal oxidant. Under the very similar conditions established, both reactions proceeded smoothly and were tolerated by a variety of functional groups.

Supporting Information