“On-Water” Synthesis of Sterically Congested γ-Ketophosphine Oxides Featuring a CF₃- and P(O)-Tetrasubstituted Carbon Center

Man-Hang Feng,^a Wen-Jun Ji,^a Bo-Jie Huo,^a Hao Xu,^a* Mengtao Ma,^b Zhi-Liang Shen,^a* and Xue-Qiang Chu^a*

^a Technical Institute of Fluorochemistry, Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, People’s Republic of China. E-mail: xuhao@njtech.edu.cn; ias_zlshen@njtech.edu.cn; xueqiangchu@njtech.edu.cn.

^b Department of Chemistry and Materials Science, College of Science, Nanjing Forestry University, Nanjing 210037, People’s Republic of China.

Abstract: The distinctive hydrophobic hydration effect in the aqueous solution contributes to the success of the phospha-Michael reaction between β-CF₃-β,β-disubstituted enones and diarylphosphine oxides, providing an access to biologically relevant γ-ketophosphine oxides bearing a sterically highly congested CF₃- and P(O)-tetrasubstituted carbon center. More importantly, the resulting products could be further transformed into densely functionalized γ-ketophosphine oxides containing a CF₃- and P(O)-tetrasubstituted carbon center.

Advanced Synthesis & Catalysis 2023, 365, 3546-3552. (Impact factor: 5.4)

论文链接：https://onlinelibrary.wiley.com/doi/abs/10.1002/adsc.202300741