Syntheses of Spiro(2-oxopyrrolidinyl)-5,4′-pyrazolones via Organocatalyzed Michael/Ammonolysis Cascade Reaction of 4-Aminopyrazolones and α,β-Unsaturated Acyl Phosphates

被引：5

作者：

Li, You-Fen ^{[1
]}

Chen, Zheng-Jun ^{[1
]}

Jiao, Wen-Ya ^{[1
]}

Chen, Zhi-Jiao ^{[1
]}

Chen, Lin ^{[1
]}

机构：

[1] Guizhou Normal Univ, Sch Chem & Mat Sci, Guiyang 550001, Peoples R China

来源：

SYNLETT | 2021年 / 32卷 / 09期

基金：

中国国家自然科学基金;

关键词：

spiro(2-oxopyrrolidinyl)-5,4 '-pyrazolones; N-protected; 4-aminopyrazolones; alpha; beta-unsaturated acyl phosphates; organocatalysis; drug discovery; pharmacophores; medicinal chemistry; Michael/ammonolysis cascade reaction; MOLECULAR-ORBITAL THEORY; PYRAZOLONE DERIVATIVES; ASYMMETRIC-SYNTHESIS; SPIROPYRAZOLONES; CONSTRUCTION; DISCOVERY; DESIGN; POTENT;

D O I：

10.1055/a-1362-0296

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The efficient organocatalyzed Michael/ammonolysis cascade reaction of N-protected 4-aminopyrazolones and alpha,beta-unsaturated acyl phosphates has been developed. This tactic gives rise to architecturally multifarious spiro(2-oxopyrrolidinyl)-5,4'-pyrazolones in good productiveness (up to 88% yield) and with moderate to good diastereoselectivities (up to 20:1 dr). These novel hybrid heterocycles would be promising candidates for drug-discovery programs and chemical biology.

引用

页码：923 / 929

页数：7

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