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

被引:15
|
作者
Peng, Yingyuan [1 ]
Zhang, Xiaofei [2 ]
Qi, Xueyu [2 ]
He, Qian [2 ]
Zhang, Bin [1 ]
Hao, Jian [1 ]
Yang, Chunhao [2 ]
机构
[1] Shanghai Univ, Dept Chem, Innovat Drug Res Ctr, Shangda Rd 99, Shanghai 200436, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Mat Med, State Key Lab Drug Res, 555 Zu Chong Zhi Rd, Shanghai 201203, Peoples R China
基金
中国国家自然科学基金;
关键词
Addition; gem-Difluorostyrene; Phosphorus; alpha-Fluorovinyl; Phosphine oxide; ALPHA-FLUORINATED PHOSPHONATES; CRAFTS-TYPE CYCLIZATION; CATALYZED HYDROPHOSPHORYLATION; DIFLUOROALKENES; ALKYNES; FLUOROALKENYLATION; ACTIVATION; ALKYLATION; EFFICIENT; GENERATE;
D O I
10.1002/ejoc.201801602
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A facile and efficient method for the synthesis of (E/Z)-alpha-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.
引用
收藏
页码:1170 / 1177
页数:8
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