Ruthenium(II)-catalyzed α-fluoroalkenylation of arenes via C-H bond activation and C-F bond cleavage

被引：32
作者：
Li, Na [1 ,2 ]
Chang, Junbiao [1 ]
Kong, Lingheng [3 ]
Li, Xingwei [1 ,3 ]
机构：
[1] Henan Normal Univ, Sch Chem & Chem Engn, Henan Key Lab Organ Funct Mol & Drug Innovat, Xinxiang 453007, Peoples R China
[2] Xinxiang Med Univ, Sch Pharm, Xinxiang 453003, Peoples R China
[3] Chinese Acad Sci, Dalian Inst Chem Phys, Dalian 116023, Peoples R China
来源：
ORGANIC CHEMISTRY FRONTIERS | 2018年 / 5卷 / 12期
关键词：
METAL-COMPLEXES; GEM-DIFLUOROALKENES; ARYL FLUORIDES; ANTICANCER AGENTS; FUNCTIONALIZATION; FLUORINATION; CATALYSIS; ACCESS; MONOFLUOROALKENYLATION; TRIFLUOROMETHYLATION;
D O I：
10.1039/c8qo00297e
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Ru(II)-Catalyzed efficient alpha-fluoroalkenylation of arenes has been realized with gem-difluorostyrene as an olefinating reagent. This coupling system is efficient with a broad substrate scope, providing 1,2-diaryl-substituted monofluoroalkenes with good to excellent regio- and stereoselectivities under silver-free conditions.
引用
收藏
页码：1978 / 1982
页数：5
相关论文
共 69 条
[1]   Carboxylate-Assisted Ruthenium-Catalyzed Alkyne Annulations by C-H/Het-H Bond Functionalizations [J].
Ackermann, Lutz .
ACCOUNTS OF CHEMICAL RESEARCH, 2014, 47 (02) :281-295
[2]   Ruthenium-Catalyzed Oxidative Annulation by Cleavage of C-H/N-H Bonds [J].
Ackermann, Lutz ;
Lygin, Alexander V. ;
Hofmann, Nora .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2011, 50 (28) :6379-6382
[3]   Carboxylate-Assisted Transition-Metal-Catalyzed C-H Bond Functionalizations: Mechanism and Scope [J].
Ackermann, Lutz .
CHEMICAL REVIEWS, 2011, 111 (03) :1315-1345
[4]   Metal-catalyzed direct alkylations of (hetero)arenes via C-H bond cleavages with unactivated alkyl halides [J].
Ackermann, Lutz .
CHEMICAL COMMUNICATIONS, 2010, 46 (27) :4866-4877
[5]   Transition-Metal-Catalyzed Direct Arylation of (Hetero)Arenes by C-H Bond Cleavage [J].
Ackermann, Lutz ;
Vicente, Ruben ;
Kapdi, Anant R. .
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 2009, 48 (52) :9792-9826
[6]   C-F Bond Activation in Organic Synthesis [J].
Amii, Hideki ;
Uneyama, Kenji .
CHEMICAL REVIEWS, 2009, 109 (05) :2119-2183
[7]  
[Anonymous], 2015, SYNTHESIS
[8]   SELECTIVE INTERMOLECULAR CARBON-HYDROGEN BOND ACTIVATION BY SYNTHETIC METAL-COMPLEXES IN HOMOGENEOUS SOLUTION [J].
ARNDTSEN, BA ;
BERGMAN, RG ;
MOBLEY, TA ;
PETERSON, TH .
ACCOUNTS OF CHEMICAL RESEARCH, 1995, 28 (03) :154-162
[9]  
Arockiam PB, 2012, CHEM REV, V112, P5879, DOI [10.1021/cr300153J, 10.1021/cr300153j]
[10]   ACTIVATION OF ALKANES WITH ORGANOTRANSITION METAL-COMPLEXES [J].
BERGMAN, RG .
SCIENCE, 1984, 223 (4639) :902-908
1234567