DBU-catalyzed, aromatization-oriented, regioselective domino synthesis of 2-aminopyrimidines from β-dicarbonyl compounds, DMF-DMA, and cyanamide

A multicomponent domino synthesis has been developed for the preparation of 2-aminopyrimidines from β -dicarbonyl compounds, N , N -dimethylformamide dimethyl acetal, and cyanamide. The protocol was used for the regioselective preparation of 4-amide/ester/ketone substituted 2-aminopyrimidines. Twelv...

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Bibliographic Details
Published in:Molecular diversity 2017-11, Vol.21 (4), p.925-932
Main Authors: Üngören, Şevket Hakan, Boz, Şerife
Format: Article
Language:English
Subjects:
Biochemistry
Biomedical and Life Sciences
Catalysis
Chemical compounds
Chemical reactions
Chemical synthesis
Chemistry Techniques, Synthetic
Cyanamide - chemistry
Cyclization
Dimethylformamide - analogs & derivatives
Dimethylformamide - chemistry
Life Sciences
Organic Chemistry
Original Article
Pharmacy
Polymer Sciences
Pyrimidines - chemical synthesis
Pyrimidines - chemistry
Stereoisomerism
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Summary:A multicomponent domino synthesis has been developed for the preparation of 2-aminopyrimidines from β -dicarbonyl compounds, N , N -dimethylformamide dimethyl acetal, and cyanamide. The protocol was used for the regioselective preparation of 4-amide/ester/ketone substituted 2-aminopyrimidines. Twelve 2-aminopyrimidines were isolated in good yields (56–93%). Graphical Abstract
ISSN:1381-1991
1573-501X
DOI:10.1007/s11030-017-9770-7