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Solvent-free base-controlled addition reaction of<i>H</i>-phosphonates and<i>H</i>-phosphine oxides to α-CF<sub>3</sub>styrenes: facile synthesis of β-CF<sub>3</sub>-substituted phosphonates and phosphine oxides

Qianding Zeng, Ying Liu, Jingjing He, Yupian Deng, Pai Zheng, Zhudi Sun, Song Cao

2023Organic & Biomolecular Chemistry17 citationsDOI

Abstract

-phosphine oxides, respectively, was developed. The reaction proceeded smoothly within 2 h at room temperature without the cleavage of the rather fragile C-F bond in α-(trifluoromethyl)styrenes and afforded a wide variety of structurally diverse and valuable β-trifluoromethyl-containing phosphonates and phosphine oxides in moderate to good yields. This protocol features mild conditions, wide substrate scope, simple manipulation, and excellent functional group compatibility.

Topics & Concepts

ChemistryPhosphineSolventBase (topology)Polymer chemistryMedicinal chemistryOrganic chemistryCatalysisMathematical analysisMathematicsFluorine in Organic ChemistryCyclopropane Reaction MechanismsSynthesis and Catalytic Reactions
Solvent-free base-controlled addition reaction of<i>H</i>-phosphonates and<i>H</i>-phosphine oxides to α-CF<sub>3</sub>styrenes: facile synthesis of β-CF<sub>3</sub>-substituted phosphonates and phosphine oxides | Litcius