Defluorinative Phosphorylation of Perfluoroalkyl Ketones: Synthesis of Fluoroalkylated and Phosphorylated Furan Derivatives

Qing-Dong Wang,*^b Chen Zhang,^a Li-Wen Sun,^a Xin-Long Luo,^a Weidong Rao,^c Zhi-Liang Shen,^a and Xue-Qiang Chu*^a

^a Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, Nanjing 211816, China. E-mail: xueqiangchu@njtech.edu.cn.

^b School of Pharmacy, Yancheng Teachers University, Yancheng 224007, China. E-mail: wangqd@yctu.edu.cn.

^c Jiangsu Provincial Key Lab for the Chemistry and Utilization of Agro-Forest Biomass, College of Chemical Engineering, Nanjing Forestry University, Nanjing 210037, China.

Abstract: Efficient synthesis of fluoroalkylated tri(hetero)arylphosphine oxides from perfluoroalkyl ketone and phosphine oxides or phosphonates has been achieved via successive C(sp³)-F bonds activation under mild reaction conditions. This approach involving new C(sp²)-P/C(sp²)-O bonds formation and fluoroalkylated heterocycle construction distinguish itself by its broad substrate scope and synthetic simplicity. Moreover, tri(hetero)arylphosphine could also be prepared in high yields by further reductive transformation.

Organic Chemistry Frontiers 2021, DOI: 10.1039/D0QO01631D. (Impact factor: 5.155)

论文链接：https://pubs.rsc.org/en/content/articlelanding/2021/QO/D0QO01631D#!divAbstract