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CC BY-ND-NC 4.0 · SynOpen 2017; 01(01): 0076-0083
DOI: 10.1055/s-0036-1590828
DOI: 10.1055/s-0036-1590828
paper
An Efficient Protocol for the Synthesis of O-Fluoroalkylisoureas through Copper-Catalysed, Three-Component Reaction of Cyanamides, Fluoroalcohols and Diaryliodonium Triflates
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 workFurther Information
Publication History
Received: 15 May 2017
Accepted after revision: 20 June 2017
Publication Date:
08 August 2017 (online)
![](https://www.thieme-connect.de/media/10.1055-s-00032269/201701/lookinside/thumbnails/so-2017-d0019-op_10-1055_s-0036-1590828-1.jpg)
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.
Key words
copper-catalysis - three-component reaction - O-fluoroalkylisourea - 2-alkoxybenzimidazole - C–H activationSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0036-1590828.
- Supporting Information
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For selected examples of chain isoureas employed for guanylating and alkylating reagents, see: