1,3-dipolar cycloaddition route to nitrogen heterocyclic triones

被引:28
作者
Jones, RCF
Bhalay, G
Carter, PA
Duller, KAM
Dunn, SH
机构
[1] Open Univ, Dept Chem, Milton Keynes MK7 6AA, Bucks, England
[2] Univ Nottingham, Dept Chem, Nottingham NG7 2RD, England
[3] Shell Forsch, D-6501 Schwabenheim, Germany
来源
JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 1999年 / 07期
关键词
D O I
10.1039/a900120d
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
1,3-Dipolar cycloadditiqn of nitrile oxides, formed in situ by dehydration of primary nitro compounds, with pyrrolidine enamines of protected gamma- or delta-amino-beta-keto esters affords isoxazole-4-carboxylates; these undergo lactam formation and N-O bond cleavage to afford 3-acyltetramic acids and 3-acyl-4-hydroxypyridin-2-ones.
引用
收藏
页码:765 / 776
页数:12
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