Four-Component Synthesis of Polysubstituted Pyrazin-2(1H)-ones through a Ugi/Staudinger/Aza-Wittig/Isomerization Sequence

被引:10
|
作者
Wu, Jing [1 ]
Zhao, Long [1 ]
Yang, Mao-Lin [1 ]
Ding, Ming-Wu [1 ]
机构
[1] Cent China Normal Univ, Minist Educ, Key Lab Pesticide & Chem Biol, Hubei Int Sci & Technol Cooperat Base Pesticide &, Wuhan 430079, Peoples R China
来源
JOURNAL OF ORGANIC CHEMISTRY | 2021年 / 86卷 / 15期
基金
中国国家自然科学基金;
关键词
SOLID-PHASE SYNTHESIS; ONE-POT SYNTHESIS; PYRAZINONES; EFFICIENT; 2(1H)-PYRAZINONES; 2-PYRAZINONES; 2-PYRIDONES; ISOCYANIDES; BMS-665053; INHIBITORS;
D O I
10.1021/acs.joc.1c00735
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
A new efficient synthesis of polysubstituted pyrazin-2(1H)-ones via the sequential Ugi/Staudinger/aza-Wittig/isomerization reaction has been developed. The four-component Ugi reactions of arylglyoxals 1, primary amines 2, a-azidovinyl acids 3, and isocyanides 4 produced the azides 5, which were treated with triphenylphosphine to give pyrazin-2(1H)-ones 6 in good yields through domino Staudinger/aza-Wittig/isomerization reactions.
引用
收藏
页码:10755 / 10761
页数:7
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