Nickel-Catalyzed Monofluoromethylation of Aryl Boronic Acids

被引:85
作者
Su, Yi-Ming [1 ]
Feng, Guang-Shou [1 ]
Wang, Zhen-Yu [1 ]
Lan, Quan [1 ]
Wang, Xi-Sheng [1 ]
机构
[1] Univ Sci & Technol China, Dept Chem, Hefei 230026, Peoples R China
基金
美国国家科学基金会;
关键词
aryl boronic acid; catalysis; monofluoromethylation; nickel; radicals; COPPER-MEDIATED DIFLUOROMETHYLATION; SECONDARY ALKYL CHLORIDES; CROSS-COUPLING REACTIONS; (2-PYRIDYL)SULFONYL GROUP; SUZUKI REACTIONS; ALPHA-ARYLATION; FLUORINATION; HALIDES; IODIDES; BROMIDES;
D O I
10.1002/anie.201412026
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Aryl boronic acids can be monofluoromethylated under nickel catalysis. The utility of this method is demonstrated by the monofluoromethylation of a borylated and acyl-protected derivative of the statin drug ezetimibe. Mechanistic investigations indicate that a fluoromethyl radical is involved in the NiI/NiIII catalytic cycle. © 2015 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:6003 / 6007
页数:5
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