Synthesis of 2-aminochromene derivatives from 1-(2-imino-2H-chromen-3-yl)pyridin-1-ium perchlorates and nitromethane in basic medium

被引：2
作者：
Storozhenko, Olga A. [1 ]
Yue, Xiaoyi [1 ]
Festa, Alexey A. [1 ]
Varlamov, Alexey A. [1 ]
Voskressensky, Leonid G. [1 ]
机构：
[1] RUDN Univ, 6 Miklukho Maklaya St, Moscow 117198, Russia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2020年 / 56卷 / 09期
基金：
俄罗斯基础研究基金会;
关键词：
2-aminochromene; 2-iminochromene; nitromethane; beta-elimination; Michael addition; ONE-POT; HIGHLY EFFICIENT; MULTICOMPONENT REACTIONS; CATALYST; 2-AMINO-4H-CHROMENES; PYRIMIDINE; CHROMENES; SOLVENT;
D O I：
10.1007/s10593-020-02793-3
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Novel 2-amino-4-(nitromethylidene)chromenes were obtained as a result of the reaction of 1-(2-imino-2H-chromen-3-yl)pyridinium perchlorates and nitromethane by the action of DBU at reflux in trifluoroethanol. The starting 2-iminochromenes are readily accessible from the corresponding salicylic aldehydes and quaternary cyanomethyl pyridinium salts. The reaction is tolerant to substituents of different nature (alkyl, alkoxy, halogen); a limitation is the presence of strong electron-withdrawing substituents in the benzene ring of chromene. During the reaction, the products precipitate and can be isolated by filtration.
引用
收藏
页码：1161 / 1166
页数：6
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