Defluorinative C(sp3)-P Bond Construction for the Synthesis of Phosphorylation gem-Difluoroalkenes under Catalyst- and Oxidant-Free Conditions

被引：22
|
作者：
Li, Congyu [1 ]
Yuan, Jing-Mei [2 ]
Chen, Wenqiang [1 ]
He, Yimiao [1 ]
Huang, Jun [1 ]
Huang, Yanmin [1 ]
Xiao, Qi [1 ]
Sheng, Jiarong [1 ]
Huang, Chusheng [1 ]
机构：
[1] Nanning Normal Univ, Guangxi Key Lab Nat Polymer Chem & Phys, 175 East Mingxiu Rd, Nanning 530001, Guangxi, Peoples R China
[2] Guangxi Normal Univ, Sch Chem & Pharmaceut Sci, 15 Yucai Rd, Guilin 541004, Guangxi, Peoples R China
来源：
CHEMISTRY-AN ASIAN JOURNAL | 2019年 / 14卷 / 15期
基金：
中国国家自然科学基金;
关键词：
C(sp(3))-P bond; gem-difluoroalkenes; phosphorylation; S(N)2 ' process; alpha-trifluoromethyl alkenes; DEHYDROGENATIVE-COUPLING REACTIONS; OXIDATIVE C-C; TRIFLUOROMETHYL ALKENES; PHOSPHINE OXIDES; EFFICIENT; CASCADE; PHOSPHONOPEPTIDES; DIPHENYLPHOSPHINE; ALKYLATION; STYRENES;
D O I：
10.1002/asia.201900533
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
Defluorinative C(sp(3))-P bond formation of alpha-trifluoromethyl alkenes with phosphine oxides or phosphonates have been achieved under catalyst- and oxidant-free conditions, giving phosphorylation gem-difluoroalkenes as products. alpha-Trifluoromethyl alkenes bearing various of aryl substituents such as halogen, cyano, ester and heterocyclic groups are available in this transformation. The results of control experiments demonstrated that the mechanism of dehydrogenative/defluorinative cross-coupling reactions was not a radical route, but might be an S(N)2 ' process involving phosphine oxide anion.
引用
收藏
页码：2584 / 2587
页数：4
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