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Reagents and conditions: (a)334 4-R-benzaldehyde (R = H, OCH3, CN, CF3, NO2, or CO2CH3), NH4OAc, AcOH, reflux, 24 h; (b) [RuCl2(p-cymene)]2, 1-adamantanecarboxylic acid, Cu(OAc)2, K2CO3, diphenylacetylene, 120 °C, 16 h; (c)333 4-tert-butylaniline, 2-iodobenzaldehyde, NH4OAc, AcOH, 110 °C, 5 h; (d) hν, 48–72 h; (e)331 benzaldehyde, NH4OAc, dioxane, 120 °C, 3 days; (f)332 aniline, benzaldehyde, NH4OAc, AcOH, reflux, 2 h.
