Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction

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	Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction
	Shen Q(沈倩)1; Han EJ(韩恩健)1; Huang YG(黄焰根)1; Chen QY(陈庆云)1; Guo Y(郭勇)1
刊名	Synthesis
	2015
卷号	47 期号:24 页码:3936-3946
其他题名	用RuAAC反应合成含氟的1,4,5-取代-1,2,3-三唑
通讯作者	黄焰根 ; 陈庆云 ; 郭勇
英文摘要	Herein, we report a convenient methodology for the synthesis of fluorinated 1,4,5-substituted 1,2,3-triazoles. The azide-alkyne cycloaddition reaction of internal alkynes catalyzed by a ruthenium complex efficiently afforded 2,2,2-trifluoroethyl- and (trifluoromethyl)thio-substituted 1,2,3-triazoles. Two types of internal alkyne, 1-aryl-2-(2,2,2-trifluoroethyl)acetylenes and 1-aryl-2-[(trifluoromethyl)thio]acetylenes, were used. This ruthenium-catalyzed azide-alkyne cycloaddition reaction was highly regioselective giving 4-aryl-5-(2,2,2-trifluoroethyl)- or 4-aryl-5-[(trifluoromethyl)thio]-1H-1,2,3-triazoles. Various functionalities were tolerated in the alkyl and aryl azides by this Huisgen 1,3-dipolar cycloaddition. All the triazoles were characterized by H-1, C-13, and F-19 NMR, IR, and HRMS (or elemental analysis). Several triazoles were characterized by single-crystal X-ray structural analysis to confirm the regioselectivity of 1,2,3-triazole formation.
学科主题	氟化学
收录类别	SCI
原文出处	http://dx.doi.org/10.1055/s-0035-1560352
语种	英语
WOS记录号	WOS:000366209800013
内容类型	期刊论文
源URL	[http://ir.sioc.ac.cn/handle/331003/39766]
专题	上海有机化学研究所_中科院有机氟化学重点实验室
作者单位	1.东华大学 2.中科院上海有机化学研究所, 有机氟化学重点实验室
推荐引用方式 GB/T 7714	Shen Q,Han EJ,Huang YG,et al. Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction[J]. Synthesis,2015,47(24):3936-3946.
APA	沈倩,韩恩健,黄焰根,陈庆云,&郭勇.(2015).Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction.Synthesis,47(24),3936-3946.
MLA	沈倩,et al."Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction".Synthesis 47.24(2015):3936-3946.