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

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
› Author Affiliations
Further Information

Publication History

Received: 04 July 2015

Accepted after revision: 31 August 2015

Publication Date:
21 October 2015 (online)


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