Synlett 2018; 29(18): 2444-2448
DOI: 10.1055/s-0037-1611062
letter
© Georg Thieme Verlag Stuttgart · New York

Direct Conversion of Benzyl Ethers into Aryl Nitriles

Xinzhe Tian
a   College of Chemistry and Chemical Engineering, Lanzhou University, Lanzhou 730000, Gansu, P. R. of China
c   School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China   Email: renyunlai@126.com
,
Yun-Lai Ren*
c   School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China   Email: renyunlai@126.com
,
Fangping Ren
c   School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China   Email: renyunlai@126.com
,
Xinqiang Cheng
c   School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China   Email: renyunlai@126.com
,
Shuang Zhao
c   School of Chemical Engineering and Pharmaceutics, Henan University of Science and Technology, Luoyang, Henan 471003, P. R. of China   Email: renyunlai@126.com
,
Jianji Wang*
b   School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang, Henan 453007, P. R. of China   Email: Jwang@htu.cn
› Author Affiliations
The authors would like to thank the Program for Science and Technology Innovation Talents in Universities of Henan Province (Grant No.15HASTIT004) and the Open Project of State Key Laboratory for Oxo Synthesis and Selective Oxidation (Grant No. OSSO-2015-21) for financial support.
Further Information

Publication History

Received: 24 August 2018

Accepted after revision: 21 September 2018

Publication Date:
16 October 2018 (online)


Abstract

A direct method was developed for the conversion of benzyl ethers into aryl nitriles by using NH4OAc as the nitrogen source and ­oxygen as the terminal oxidant with catalysis by TEMPO/HNO3; the method is valuable for both the synthesis of aromatic nitriles and for the deprotection of ether-protected hydroxy groups to form nitrile groups in multistep organic syntheses.

Supporting Information