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Reagents and conditions: (i) Amine, acetone, K2CO3, 0–5 °C →r.t, 65–94%; (ii) Amine, acetone, 0 °C →r.t, 67–86%. (for 1g: K2CO3; reflux; 42%); (iii) Dioxane, 80% hydrazine hydrate (m/m), r.t; (iv) Aldehyde, ethanol, CH3COOH, r.t, 55%–93%; (v) THF, acyl chloride, 0 °C →r.t, 73%; (vi) Phenylboronic acid, Pd(PPh3)4, Na2CO3, ethanol/ toluene/H2O (1:5:2, v/v), Ar, reflux, 12 h. 77%; (vii) DCM, TFA, r.t, 95%.
