Molecules p. 1150 - 1162 (2014)
Update date:2022-08-03
Topics: Green chemistry Nucleophile Efficient Organic synthesis Michael addition Reaction Medium Experimental terms Heterocyclic compound Nitroalkene Barbituric acid Aqueous diethylamine
Al-Najjar, Hany J.
Barakat, Assem
Al-Majid, Abdullah M.
Mabkhot, Yahia N.
Weber, Manuel
Ghabbour, Hazem A.
Fun, Hoong-Kun
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 1H-NMR, 13C-NMR, CHN, IR, and MS. The structure of compound 3a was further confirmed by single crystal X-ray structure determination.
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