1,3-dipolar cycloaddition of β-alkoxyvinyl trifluoromethylketones with aryl (or benzyl) azides -: Synthesis of 4-trifluoroacetylated 1H-1,2,3-triazoles

被引：36

作者：

Peng, WM ^{[1
]}

Zhu, SZ ^{[1
]}

机构：

[1] Chinese Acad Sci, Shanghai Inst Organ Chem, Shanghai 200032, Peoples R China

来源：

JOURNAL OF FLUORINE CHEMISTRY | 2002年 / 116卷 / 01期

基金：

中国国家自然科学基金;

关键词：

1,3-dipolar cycloaddition; beta-alkoxyvinyl trifluoromethylketone; azide; 1H-1,2,3-triazoles;

D O I：

10.1016/S0022-1139(02)00103-3

中图分类号：

O61 [无机化学];

学科分类号：

070301 ; 081704 ;

摘要：

The 1,3-dipolar cycloaddition of aryl (or benzyl) azides with 1,1,1-trifluoro-4-ethoxy-3-butene-2-one proceeded smoothly by heating without solvent. 1-Aryl (or benzyl)-4-trifluoroacetyl-1H-1,2,3-triazoles were formed regiospecifically in good yield. These compounds were readily hydrated when exposed to air. In contrast, the reaction of benzyl azide with 4-trifluoroacetyl-2,3-dihydrofuran only gave minor amounts of 4-trifluoroacetyl-5-benzylamino-2,3-dihydrofuran in addition to an inseparable mixture of other products. 5-Trifluoroacetyl-3, 4-dihydro-2H-pyran was inert towards benzyl azide under the same conditions. (C) 2002 Elsevier Science B.V. All rights reserved.

引用

页码：81 / 86

页数：6

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