Synthesis of Fluorinated 1,4,5-Substituted 1,2,3-Triazoles by RuAAC Reaction
文献类型:期刊论文
作者 | 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
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出版日期 | 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 |
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. |
入库方式: OAI收割
来源:上海有机化学研究所
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