Metal‐Free Access to (E/Z)‐α‐Fluorovinyl Phosphorus Compounds from gem‐Difluorostyrenes

A facile and efficient method for the synthesis of (E/Z)‐α‐fluorovinyl phosphorus compounds from gem‐difluorostyrenes with diphenylphosphine oxide/dialkyl phosphate and DBU at room temperature was developed. A series of 1‐fluorovinyl phosphine oxides/phosphonates were obtained with moderate to excel...

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Veröffentlicht in:European journal of organic chemistry 2019-02, Vol.2019 (5), p.1170-1177
Hauptverfasser: Peng, Yingyuan, Zhang, Xiaofei, Qi, Xueyu, He, Qian, Zhang, Bin, Hao, Jian, Yang, Chunhao
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Sprache:eng
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Zusammenfassung:A facile and efficient method for the synthesis of (E/Z)‐α‐fluorovinyl phosphorus compounds from gem‐difluorostyrenes with diphenylphosphine oxide/dialkyl phosphate and DBU at room temperature was developed. A series of 1‐fluorovinyl phosphine oxides/phosphonates were obtained with moderate to excellent yields in these reactions. Additionally, most isomers (E/Z type) of the target compounds could be easily separated and purified by column chromatography. A facile and efficient method to synthesize (E/Z)‐α‐fluorovinyl phosphorus compounds from gem‐difluorostyrenes and diphenylphosphine oxide/dialkyl phosphate in the presence of DBU at room temperature was developed. This method may provide a practical and concise route for the synthesis of these phosphorus compounds in material chemistry and drug discovery in the future.
ISSN:1434-193X
1099-0690
DOI:10.1002/ejoc.201801602