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A Five-Component Biginelli-Diels-Alder Cascade Reaction
oleh: Taber S. Maskrey, Madeline C. Frischling, Mikhaila L. Rice, Peter Wipf
| Format: | Article |
|---|---|
| Diterbitkan: | Frontiers Media S.A. 2018-08-01 |
Deskripsi
A new multi-component condensation was discovered during the reaction of a urea, β-keto ester, and formaldehyde. In the presence of catalytic indium bromide, a Biginelli dihydropyrimidinone intermediate was further converted to a five-component condensation product through a formal hetero Diels-Alder reaction. The product structure was confirmed by NMR and NOE analysis, and the proposed stepwise mechanism was supported by the reaction of the Biginelli intermediate with ethyl 2-methylene-3-oxobutanoate.