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

页码：2198 / 2201

页数：4

共 22 条

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Research on Chemical Intermediates, 2019, 45 : 2079 - 2094

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