Nickel-Catalyzed Heck-Type Monofluoroacetation of Styrenes for Facile Synthesis of Allylic Fluorides

被引:19
作者
Wang, Zhen-Yu [1 ,2 ]
Wan, Jia-Hao [1 ,2 ]
Wang, Gao-Yin [1 ,2 ]
Jin, Ruo-Xing [1 ,2 ]
Lan, Quan [1 ,2 ]
Wang, Xi-Sheng [1 ,2 ]
机构
[1] Univ Sci & Technol China, Hefei Natl Lab Phys Sci Microscale, Hefei 230026, Anhui, Peoples R China
[2] Univ Sci & Technol China, Dept Chem, Hefei 230026, Anhui, Peoples R China
基金
美国国家科学基金会;
关键词
allylic fluorides; catalysis; Heck-type; nickel-catalyzed; radicals; styrenes; LIGHT PHOTOREDOX CATALYSIS; CROSS-COUPLING REACTIONS; REDOX-ACTIVE ESTERS; ARYL BORONIC ACIDS; ENANTIOSELECTIVE FLUORINATION; (2-PYRIDYL)SULFONYL GROUP; DIRECT FUNCTIONALIZATION; ASYMMETRIC-SYNTHESIS; FLUOROMETHYL IODIDE; MEDICINAL CHEMISTRY;
D O I
10.1002/asia.201701655
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
An efficient nickel-catalyzed Heck-type reaction between styrenes and fluoroalkyl iodine has been developed. This novel transformation has demonstrated a broad substrate scope, mild reaction conditions and excellent E-stereoselectivity. This efficient synthetic method has been applied to the late-stage monofluoroacetation of biologically active molecules. Mechanistic investigations indicate that a monofluoroalkyl radical is involved in the catalytic cycle.
引用
收藏
页码:261 / 265
页数:5
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