Divergent Annulation Modes of (Z)-4-Aryl-4-oxo-2-(pyridin-2-yl)but-2-enenitrile and Methyl Nitroacetate: Selective Access to 2-Acyl-4H-quinolizin-4-one, Isoxazole, and 2-Acylindolizine

被引:1
|
作者
Lee, Sunhee [1 ,2 ]
Kim, Woojin [1 ,2 ]
Kim, Ikyon [1 ,2 ]
机构
[1] Yonsei Univ, Coll Pharm, Incheon 21983, South Korea
[2] Yonsei Univ, Yonsei Inst Pharmaceut Sci, Incheon 21983, South Korea
来源
ACS OMEGA | 2024年 / 9卷 / 36期
基金
新加坡国家研究基金会;
关键词
STRATEGY;
D O I
10.1021/acsomega.4c05375
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Three different annulation modes of (Z)-4-aryl-4-oxo-2-(pyridin-2-yl)but-2-enenitrile in the reaction with methyl nitroacetate were discovered, allowing selective access to diverse heterocycles such as quinolizin-4-one, isoxazole, and indolizine with unique substitution patterns in good yields. Ease of operation, good chemical yields, and good functional group tolerance of our protocol enabled us to rapidly construct a number of synthetic analogs based on each scaffold under three reaction conditions.
引用
收藏
页码:38126 / 38141
页数:16
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