A convenient synthesis of functionalized trifluoromethylated 2-((isoxazolyl)(aryl)methyl)malononitrile derivatives via one-pot MCRs

被引:1
作者
Zhang, Yiping [1 ]
Zhou, Yingkai [1 ]
Zhang, Min [1 ]
Song, Liping [1 ,2 ]
机构
[1] Shanghai Univ, Sch Sci, Dept Chem, 99 Shangda Rd, Shanghai 200444, Peoples R China
[2] Chinese Acad Sci, Shanghai Inst Organ Chem, Key Lab Organofluorine Chem, 354 Fenglin Rd, Shanghai 200032, Peoples R China
基金
中国国家自然科学基金;
关键词
One -pot multi -component reactions; Trifluoromethylated isoxazolone; Malononitrile; Michael addition; CATALYST-FREE; MULTICOMPONENT REACTION; CHEMISTRY; FLUORINE; FACILE; SUBSTITUENT;
D O I
10.1016/j.tetlet.2023.154552
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
An efficient one-pot, three-component reaction for synthesis of trifluoromethylated isoxazolone-tethered trisubstituted methane derivatives was developed by one-pot three-component reaction of 3-(trifluo-romethyl)isoxazol-5(4H)-one, malononitrile and aldehydes in the presence of a catalytic amount of tri-ethylamine. Both aliphatic and aromatic aldehydes bearing different functional groups are well tolerated. This work represents the first example of employing 3-(trifluoromethyl)isoxazol-5(4H)-one as one component in MCRs pattern. The structures of new compounds were determined by spectroscopic methods. In addition, a possible mechanism of the reaction was proposed.CO 2023 Elsevier Ltd. All rights reserved.
引用
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页数:4
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