Visible-light-mediated difluoromethylphosphonation of alkenes for the synthesis of CF2P-containing heterocycles

被引:8
|
作者
Yang, Qiang [1 ]
Lin, Qing-Qing [1 ]
Xing, Hou-Ying [1 ]
Zhao, Zhi-Gang [1 ]
机构
[1] Southwest Minzu Univ, Coll Chem & Environm Protect Engn, Chengdu 610041, Sichuan, Peoples R China
来源
ORGANIC CHEMISTRY FRONTIERS | 2019年 / 6卷 / 24期
关键词
COPPER-CATALYZED OXYTRIFLUOROMETHYLATION; DIASTEREOSELECTIVE SYNTHESIS; FLUOROALKYLATION REACTIONS; PHOTOREDOX CATALYSIS; TRIFLUOROMETHYLATION; DIFLUOROALKYLATION; INHIBITORS; CYCLIZATION; DRIVEN; ARYL;
D O I
10.1039/c9qo01030k
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Difluoromethylphosphonate, as an in vivo stable phosphate bio-isostere, is an important organofluorophosphine block. In this paper, an efficient and general protocol for the construction of CF2P-containing heterocycles via visible-light-mediated nucleophilic cyclization of unsaturated carboxylic acids, alcohol and sulfonamides has been developed. This reaction can be carried out smoothly under mild conditions with less catalyst loading, producing several types of CF2P-containing heterocycles, including CF2P-lactone, CF2P-phthalide, CF2P-tetrahydrofuran and CF2P-pyrrolidine.
引用
收藏
页码:3939 / 3943
页数:5
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