Article ID Journal Published Year Pages File Type
1377236 Bioorganic & Medicinal Chemistry Letters 2006 4 Pages PDF
Abstract

Electron rich 6-[(dimethylamino)methylene]amino uracil 1, undergoes [4+2] cycloaddition reactions with various in situ generated glyoxylate imine and imine oxides 6 to provide novel pyrimido[4,5-d]pyrimidine derivatives of biological significance, after elimination of dimethylamine from the (1:1) cycloadducts and oxidative aromatisation. This procedure provides a convenient method for the direct synthesis of pyrimido[4,5-d]pyrimidines in excellent yields when carried out in the solid state and under microwave irradiations.

Graphical abstractElectron-rich 6-[(dimethylamino)methylene]amino uracil 1 undergoes [4+2] cycloaddition reactions with various in situ generated glyoxylate imine and imine oxides to provide novel pyrimido[4,5-d]pyrimidine derivatives of biological significance, after elimination of 1,3-dimethylamine from the (1:1) cycloadducts and oxidative aromatisation.Figure optionsDownload full-size imageDownload as PowerPoint slide

Related Topics
Physical Sciences and Engineering Chemistry Organic Chemistry
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