Efficient synthesis of dihydropyrimidinones via a three-component Biginelli-type reaction of urea, alkylaldehyde and arylaldehyde

• Haijun Qu,
• Xuejian Li,
• Fan Mo and
• Xufeng Lin

Beilstein J. Org. Chem. 2013, 9, 2846–2851, doi:10.3762/bjoc.9.320

• chiral spirocyclic SPINOL-phosphoric acids. Keywords: Biginelli-type reaction; chiral phosphoric acid; dihydropyrimidinone; iodine; multicomponent reaction; Introduction The dihydropyrimidinones (DHPMs) have exhibited interesting and multifaceted biological activities, such as antiviral, antitumor

• dihydropyrimidinones 4r–4v in 58–72% isolated yields (Table 2, entries 18–22). Based on the experimental results above, the iodine-catalyzed Biginelli-type reaction proved to be of broad scope and provides higher yields of dihydropyrimidinones than the earlier described method with BF3·Et2O as the catalyst. Molecular

• solvent among others, such as toluene, 1,4-dioxane, THF, DCE, and DCM (Table 1, entries 1–6). The catalyst loading (10%) gave the good result for the formation of the desired product (Table 1, entries 6–8). The substrate scope of the molecular iodine-catalyzed one-pot three-component Biginelli-type