JOURNAL ARTICLE

Three-Component, One-Pot Sequential Synthesis of N-Aryl, N‘-Alkyl Barbiturates

Alessandro VolonterioMatteo Zanda

Year: 2007 Journal:   Organic Letters Vol: 9 (5)Pages: 841-844   Publisher: American Chemical Society

Abstract

[reaction: see text] Condensation between N-alkyl, N'-aryl carbodiimides and malonic acid monoesters leads to a high-yield formation of N-acyl urea derivatives that could be cyclized to C-monosubstituted barbiturates by addition of a suitable base in a one-pot sequential fashion. In the presence of an electrophile, the last step gives rise to a one-pot, three-component sequential synthesis of fully substituted barbiturates.

Keywords:
Chemistry Alkyl Electrophile Aryl Yield (engineering) Component (thermodynamics) Base (topology) Condensation Urea Malonic acid Medicinal chemistry Organic chemistry Combinatorial chemistry Catalysis

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11
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0.67
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Citation History

Topics

Chemical Synthesis and Analysis
Life Sciences →  Biochemistry, Genetics and Molecular Biology →  Molecular Biology
Catalytic Cross-Coupling Reactions
Physical Sciences →  Chemistry →  Organic Chemistry
Synthetic Organic Chemistry Methods
Physical Sciences →  Chemistry →  Organic Chemistry

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