Looking beyond Benzoin: Thiamine-Mediated Efficient Aroylation of Cyclic Vinamidinium Salt with Aldehydes
Dhaval Chauhan1, Geeta Rathva1, Krimi Patel1
1Department of Chemistry, School of Science, Indrashil University, Rajpur, Mehsana 382715, India.
Abstract:
Herein, we report a thiamine-promoted new aroylation strategy employing cyclic vinamidinium salt with aromatic aldehydes leading to 4-aroyl 1,3-dimethylpyrimidine-2(1H)-one scaffold. This protocol explores thiamine hydrochloride as an umpolung reagent and delivers 23 biologically relevant compounds with yields ranging between 60 and 80%. The gram-scale synthesis and further functionalization of products highlight the efficiency and usefulness of the developed method in creating scores of dihydropyrimidinone derivatives.
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