Visible-light-promoted and photocatalyst-free trifluoromethylation of enamides

被引:64
作者
Wang, Hao
Cheng, Yuanzheng
Yu, Shouyun [1 ]
机构
[1] State Key Lab Analyt Chem Life Sci, Nanjing 210093, Jiangsu, Peoples R China
基金
中国国家自然科学基金;
关键词
enamide; photochemistry; visible light; trifluoromethylation; radical; CATALYZED ENANTIOSELECTIVE HYDROGENATION; TRANSITION-METAL-COMPLEXES; PHOTOREDOX CATALYSIS; ORGANIC-SYNTHESIS; NUCLEOPHILES; CHEMISTRY; ALDEHYDES; FLUORINE; AMINO; ACID;
D O I
10.1007/s11426-015-5528-1
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient and practical method is developed for the trifluoromethylation of enamides using Umemoto's reagent as the trifluoromethylating reagent. These reactions proceeded under visible light irradiation without any photocatalyst at room temperature in good chemical yields.
引用
收藏
页码:195 / 198
页数:4
相关论文
共 33 条
[11]   Direct C-H Functionalization of Enamides and Enecarbamates by Using Visible-Light Photoredox Catalysis [J].
Jiang, Heng ;
Huang, Chengmei ;
Guo, Jiajia ;
Zeng, Chuanqi ;
Zhang, Yan ;
Yu, Shouyun .
CHEMISTRY-A EUROPEAN JOURNAL, 2012, 18 (47) :15158-15166
[13]   Structures of TMC-95A-D:: Novel proteasome inhibitors from Apiospora montagnei Sacc. TC 1093 [J].
Kohno, J ;
Koguchi, Y ;
Niskio, M ;
Nakao, K ;
Kuroda, M ;
Shimizu, R ;
Ohnuki, T ;
Komatsubara, S .
JOURNAL OF ORGANIC CHEMISTRY, 2000, 65 (04) :990-995
[14]   Trifluoromethyltrimethylsilane: Nucleophilic Trifluoromethylation and Beyond [J].
Liu, Xiao ;
Xu, Cong ;
Wang, Mang ;
Liu, Qun .
CHEMICAL REVIEWS, 2015, 115 (02) :683-730
[15]   Enamides and enecarbamates as nucleophiles in stereoselective C-C and C-N bond-forming reactions [J].
Matsubara, Ryosuke ;
Kobayashi, Shu .
ACCOUNTS OF CHEMICAL RESEARCH, 2008, 41 (02) :292-301
[16]   Visible light photoredox catalysis: applications in organic synthesis [J].
Narayanam, Jagan M. R. ;
Stephenson, Corey R. J. .
CHEMICAL SOCIETY REVIEWS, 2011, 40 (01) :102-113
[17]   Good Partnership between Sulfur and Fluorine: Sulfur-Based Fluorination and Fluoroalkylation Reagents for Organic Synthesis [J].
Ni, Chuanfa ;
Hu, Mingyou ;
Hu, Jinbo .
CHEMICAL REVIEWS, 2015, 115 (02) :765-825
[18]   Recent Applications of Organic Dyes as Photoredox Catalysts in Organic Synthesis [J].
Nicewicz, David A. ;
Nguyen, Tien M. .
ACS CATALYSIS, 2014, 4 (01) :355-360
[19]   Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis [J].
Prier, Christopher K. ;
Rankic, Danica A. ;
MacMillan, David W. C. .
CHEMICAL REVIEWS, 2013, 113 (07) :5322-5363
[20]   Fluorine in medicinal chemistry [J].
Purser, Sophie ;
Moore, Peter R. ;
Swallow, Steve ;
Gouverneur, Veronique .
CHEMICAL SOCIETY REVIEWS, 2008, 37 (02) :320-330