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

页码：8436 / 8441

页数：6

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