Synthesis of difluoromethylenephosphonated oxindoles through visible-vight-induced radical cyclization of N-arylacrylamides

被引：23
|
作者：
Yin, Guojie [1 ]
Zhu, Mei [2 ,3 ]
Yang, Gangbin [1 ]
Wang, Xuemeng [1 ]
Fu, Weijun [2 ,3 ]
机构：
[1] Luoyang Inst Sci & Technol, Dept Environm Engn & Chem, Luoyang 471023, Peoples R China
[2] Luoyang Normal Univ, Coll Chem & Chem Engn, Luoyang 471022, Peoples R China
[3] Luoyang Normal Univ, Henan Key Lab Fuct Oriented Porous Mat, Luoyang 471022, Peoples R China
来源：
JOURNAL OF FLUORINE CHEMISTRY | 2016年 / 191卷
基金：
中国国家自然科学基金;
关键词：
Difluoromethylenephosphonation; Radical reactions; Photoredox; Cyclization; Oxindole; SH2; DOMAIN; ARYL; PHOSPHONATE; ALKENES; CASCADE; INHIBITORS; BEARING; ACIDS; BOND; ARYLDIFLUOROACETYLATION;
D O I：
10.1016/j.jfluchem.2016.09.017
中图分类号：
O61 [无机化学];
学科分类号：
070301 ; 081704 ;
摘要：
A general and efficient method for the synthesis of oxindole derivatives through visible-light-induced difluoromethylenephosphonation of N-arylacrylamides has been developed. The phosphonodifluoromethyl radicals, which is generated in situ from the corresponding BrCF2PO(OEt)(2) under visible-light irradiation, in combination with N-arylacrylamides furnished difluoromethylenephosphonated oxindoles via a proposed tandem radical cyclization process. Notable advantages of this method include its simplicity and mild conditions, avoidance of toxic reagents, and compatibility with a variety of functional groups. (C) 2016 Elsevier B.V. All rights reserved.
引用
收藏
页码：63 / 69
页数：7
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