A Greener, Efficient Approach to Michael Addition of Barbituric Acid to Nitroalkene in Aqueous Diethylamine Medium

被引：25

作者：

Al-Najjar, Hany J. ^{[1
]}

Barakat, Assem ^{[1
,2
]}

Al-Majid, Abdullah M. ^{[1
]}

Mabkhot, Yahia N. ^{[1
]}

Weber, Manuel ^{[3
]}

Ghabbour, Hazem A. ^{[4
]}

Fun, Hoong-Kun ^{[4
]}

机构：

[1] King Saud Univ, Dept Chem, Coll Sci, Riyadh 11451, Saudi Arabia

[2] Univ Alexandria, Dept Chem, Fac Sci, Alexandria 21321, Egypt

[3] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA

[4] King Saud Univ, Dept Pharmaceut Chem, Coll Pharm, Riyadh 11451, Saudi Arabia

来源：

MOLECULES | 2014年 / 19卷 / 01期

关键词：

Michael reactions; barbituric acid; aqueous media; green chemistry; 1,3-DICARBONYL COMPOUNDS; CONJUGATED NITROALKENES; ASYMMETRIC ALDOL; DERIVATIVES; WATER; ORGANOCATALYSTS; NITROOLEFINS; ALKYLATION; COMPLEXES; CATALYST;

D O I：

10.3390/molecules19011150

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

An efficient method for the synthesis of a variety of pyrimidine derivatives 3a-t by reaction of barbituric acids 1a,b as Michael donor with nitroalkenes 2a-k as Michael acceptor using an aqueous medium and diethylamine is described. This 1,4-addition strategy offers several advantages, such as using an economic and environmentally benign reaction media, high yields, versatility, and shorter reaction times. The synthesized compounds were identified by H-1-NMR, C-13-NMR, CHN, IR, and MS. The structure of compound 3a was further confirmed by single crystal X-ray structure determination.

引用

页码：1150 / 1162

页数：13

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