Fig. 18 in A comprehensive review: Biological activity, modification and synthetic methodologies of prenylated flavonoids

Fig. 18. Synthesis of prenylated flavonoids (468–471). Reagents and conditions: (a) 1.3 N NaOH, acetone; 3,3-dimethylallyl bromide, benzene, reflux; (b) 3,3-dimethylallyl bromide, 10% KOH; (c) MOMCl, K CO, acetone, 0 ◦ C to RT; (d) p-methoxymethoxyl benzaldehyde, 10% KOH (H O/EtOH); (e) NaOAc, EtOH, reflux; (f) 3N 2 3 2 HCl, MeOH, reflux; (g) I, pyridine, 90 ◦ C.