Direct benzylic C-H difluoroalkylation with difluoroenoxysilanes by transition metal-free photoredox catalysis

被引:12
作者
Gui, Jing [1 ,2 ,3 ]
Sun, Manman [2 ,3 ]
Wu, Haijian [2 ,3 ]
Li, Jinshan [2 ,3 ]
Yang, Jianguo [1 ,2 ,3 ]
Wang, Zhiming [1 ,2 ,3 ]
机构
[1] Zhejiang Sci Tech Univ, Dept Chem, Hangzhou 310018, Zhejiang, Peoples R China
[2] Taizhou Univ, Adv Res Inst, Jiaojiang 318000, Zhejiang, Peoples R China
[3] Taizhou Univ, Dept Chem, Jiaojiang 318000, Zhejiang, Peoples R China
关键词
DIVERGENT SYNTHESIS; C(SP(3))-H BONDS; ALCOHOLS; FUNCTIONALIZATION; ALKYLATION; FLUORINE; AMINES;
D O I
10.1039/d2qo00857b
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A visible light promoted direct benzylic C-H difluoroalkylation with difluoroenoxysilanes catalyzed by Na-2-eosin Y via a HAT-ORPC pathway has been developed, providing an efficient and atom-economic method for difluoroalkylation of C(sp(3))-based substrates. A transition metal-free organic photocatalyst, mild reaction conditions and a green oxidant of air show great advantages in environmental friendliness. Various substituted xanthenes, acridines and thioxanthene are found to be efficient substrates to construct pharmaceutically important alpha-benzyl-alpha,alpha-difluoroketones in up to 96% yield.
引用
收藏
页码:4569 / 4574
页数:6
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