CC BY ND NC 4.0 · SynOpen 2017; 01(01): 0076-0083
DOI: 10.1055/s-0036-1590828
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An Efficient Protocol for the Synthesis of O-Fluoroalkylisoureas through Copper-Catalysed, Three-Component Reaction of Cyan­amides, Fluoroalcohols and Diaryliodonium Triflates

Jihui Li
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
,
Weiguang Yu
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
,
Yifeng Hou
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
,
Wenxing Fu
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
,
Shuying Xu*
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
,
Yucang Zhang*
Key Laboratory of Ministry of Education for Advanced Materials in Tropical Island Resources in Hainan University, Haikou 570228, P. R. of China
College of Materials and Chemical Engineering, Hainan University, Haikou 570228, P. R. of China   Email: xushuying1980@hainu.edu.cn   Email: yczhang@hainu.edu.cn
› Author Affiliations
The authors acknowledge the Natural Science Foundation of Hainan Province (grant numbers 20162015, 20152027), the National Natural Science Foundation of China (51263006) and Hainan Province International Science and Technology Specific (KJHZ2014-02) for financial support of this work
Further Information

Publication History

Received: 15 May 2017

Accepted after revision: 20 June 2017

Publication Date:
08 August 2017 (online)

Abstract

A copper-catalysed, three-component reaction involving cyan­amides, fluoroalcohols and diaryliodonium triflates is disclosed for the synthesis of O-fluoroalkylisoureas. Various O-fluoroalkylisoureas were obtained in good yields by using simple and readily available substrates. Moreover, C–H activation of O-fluoroalkylisoureas mediated by PhI(OAc)2 was established to obtain 2-fluoroalkoxybenzimidazoles in high yields at room temperature.

Supporting Information

 
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