Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 77, Issue 4, Pages 2018-2023Publisher
AMER CHEMICAL SOC
DOI: 10.1021/jo202346w
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Funding
- DST, New Delhi
- Council of Scientific and Industrial Research, New Delhi
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A microwave-promoted aza-Diels Alder reaction between 6[2-(dimethylamino)vinyl]-1,3-dimethyluracil and aldimines has been developed for the construction of dihydropyrido[4,3-d]pyrimidines. Urea is effectively employed as an environmentally benign source of ammonia in the absence of any catalyst or solvent. The key step in the reaction is in situ generation and trapping of the reactive aldimine formed from urea and aldehyde by the diene system of the uracil. The reaction is clean, and excellent yields are obtained in a matter of a few minutes.
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