Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate:: Synthesis and reaction with dienes

被引:13
作者
Alves, MJ
Fortes, AG
Lemos, A
Martins, C
机构
[1] Univ Minho, Dept Quim, P-4710057 Braga, Portugal
[2] Univ Algarve, Dept Quim & Bioquim, P-8000117 Faro, Portugal
来源
SYNTHESIS-STUTTGART | 2005年 / 04期
关键词
3-heteroaromatic-2H-azirines; hetero Diels-Alder reaction; Neber reaction;
D O I
10.1055/s-2004-837296
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Ethyl 3-(2-pyridyl)-2H-azirine-2-carboxyl ate, the first example of an 3-heteroamatic 2H-azirine has been prepared. The reaction of ethyl 3-(2-pyridyl)-2H-azirine-2-carboxylate with conjugated 1,3-dienes, under mild conditions and in the absence of Lewis acid catalyst, afforded cycloadducts in good yield and high stereo-selectivity.
引用
收藏
页码:555 / 558
页数:4
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