Silver-Catalyzed Tandem Hydroazidation/Alkyne-Azide Cycloaddition of Diynes with TMS-N3: An Easy Access to 1,5-Fused 1,2,3-Triazole Frameworks

被引：55
|
作者：
Ning, Yongquan [1 ]
Wu, Nannan [1 ]
Yu, Haifeng [3 ]
Liao, Peiqiu [1 ]
Li, Xingqi [1 ]
Bi, Xihe [1 ,2 ]
机构：
[1] NE Normal Univ, Dept Chem, Changchun 130024, Peoples R China
[2] Nankai Univ, State Key Lab Elementoorgan Chem, Tianjin 300071, Peoples R China
[3] Anshan Normal Univ, Sch Chem & Life Sci, Anshan 114007, Peoples R China
来源：
ORGANIC LETTERS | 2015年 / 17卷 / 09期
关键词：
ALKYNE CYCLOADDITION; REDUCTIVE CYCLIZATION; AMINO-ACID; 1,3-DIPOLAR CYCLOADDITION; HUISGEN CYCLOADDITION; STRUCTURALLY DIVERSE; PROPARGYLIC ALCOHOLS; TERMINAL ALKYNES; CASCADE REACTION; FACILE ENTRY;
D O I：
10.1021/acs.orglett.5b00784
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A general cascade hydroazidation and alkyne-azide 1,3-dipolar cycloaddition of diynes using silver catalysis is reported. A wide variety of diynes participated in the reaction with trimethylsilyl azide (TMS-N-3) in the presence of H2O, affording the corresponding 1,5-fused-1,2,3-triazoles in good-to-excellent yields. This unprecedented protocol is operationally simple with a broad substrate scope, good functional group tolerance, and high reaction efficiency, thus providing easy access to various fused 1,2,3-triazoles.
引用
收藏
页码：2198 / 2201
页数：4
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