期刊
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
卷 139, 期 36, 页码 12430-12433出版社
AMER CHEMICAL SOC
DOI: 10.1021/jacs.7b07944
关键词
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资金
- National Basic Research Program of China (973 Program) [2015CB931900]
- NSFC [21421002, 21472220, 21532008, 21602239]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20020000]
The silver-catalyzed decarboxylative trifluoromethylation of aliphatic carboxylic acids is described. With AgNO3 as the catalyst and K2S2O8 as the oxidant, the reactions of aliphatic carboxylic acids with (bpy)Cu(CF3)(3) (bpy = 2,2'-bipyridine) and ZnMe2 in aqueous acetonitrile at 40 degrees C afford the corresponding decarboxylative trifluoromethylation products in good yield. The protocol is applicable to various primary and secondary alkyl carboxylic acids and exhibits wide functional group compatibility. Mechanistic studies reveal the intermediacy of Cu(CF3)(3)Me, which undergoes reductive elimination and subsequent oxidation to give Cu(CF3)(2) as the active species responsible for the trifluoromethylation of alkyl radicals.
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