Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes

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	Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes
	Chu LL(储玲玲) ; Qing FL(卿凤翎)
刊名	J. Am. Chem. Soc.
	2012
卷号	134 期号:2 页码:1298-1304
ISSN号	0002-7863
其他题名	铜催化杂环芳烃C-H键的直接氧化三氟甲基化反应
通讯作者	卿凤翎
英文摘要	This article describes the copper-catalyzed oxidative trifluoromethylation of heteroarenes and highly electron-deficient arenes with CF3SiMe3 through direct C-H activation. In the presence of catalyst Cu(OAc)(2), ligand 1,10-phenanthroline and cobases tert-BuONa/NaOAc, oxidative trifluoromethylation of 1,3,4-oxadiazoles with CF3SiMe3 proceeded smoothly using either air or di-tert-butyl peroxide as an oxidant to give the corresponding trifluoromethylated 1,3,4-oxadiazoles in high yields. Di-tert-butyl peroxide was chosen as the suitable oxidant for oxidative trifluoromethylation of 1,3-azoles and perfluoroarenes. Cu(OH)(2) and Ag2CO3 were the best catalyst and oxidant for direct oxidative trifluoromethyaltion of indoles. The optimum reaction conditions enable oxidative trifluoromethylation of a range of heteroarenes that bear numerous functional groups. The prepared trifluoromethylated heteroarenes are of importance in the areas of pharmaceuticals and agrochemicals. The preliminary mechanistic studies of these oxidative trifluoromethylations are also reported.
学科主题	氟化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1021/ja209992w
语种	英语
WOS记录号	WOS:000301084300091
公开日期	2013-08-23
内容类型	期刊论文
源URL	[http://202.127.28.38/handle/331003/28287]
专题	上海有机化学研究所_中科院有机氟化学重点实验室
推荐引用方式 GB/T 7714	Chu LL,Qing FL. Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes[J]. J. Am. Chem. Soc.,2012,134(2):1298-1304.
APA	储玲玲,&卿凤翎.(2012).Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes.J. Am. Chem. Soc.,134(2),1298-1304.
MLA	储玲玲,et al."Copper-Catalyzed Direct C-H Oxidative Trifluoromethylation of Heteroarenes".J. Am. Chem. Soc. 134.2(2012):1298-1304.