Reactivity of [1,2,3]Triazolo[1,5-a]pyridines as 1,3-dipoles

被引：9
|
作者：
Adam, Rosa [1 ]
Alom, Shamim [1 ]
Abarca, Belen [1 ]
Ballesteros, Rafael [1 ]
机构：
[1] Univ Valencia, Fac Farm, Dept Quim Organ, Valencia 46100, Spain
来源：
TETRAHEDRON | 2016年 / 72卷 / 51期
关键词：
Triazolopyridines; 1,3-Dipoles; Pyridyl pyrazoles; Pyridyl cyclopropanes; HETEROCYCLIC KETENE AMINALS; RING-CHAIN ISOMERIZATION; CATALYZED TRANSANNULATION; THEORETICAL DFT; PYRIDOTRIAZOLES; CHEMISTRY; ALKYNES;
D O I：
10.1016/j.tet.2016.11.006
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
We have studied the reactions between [1,2,3]Triazolo[1,5-a]pyridines 1a,b,c and electron-deficient ethylenes in different conditions. Compounds 1a and 1b react with ethyl propiolate, and dimethyl acetylene dicarboxylate giving a new class of biaryl compounds pyridyl pyrazoles, and with ethyl acrylate giving pyridyl cyclopropanes. Compound 1c did not give any product in the studied conditions. A proposal of mechanism of these reactions is done in which the triazolopyridines act as 1,3-dipoles giving 1,3 dipolar cycloadditions. (C) 2016 Elsevier Ltd. All rights reserved.
引用
收藏
页码：8436 / 8441
页数：6
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