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Synthetic route for compounds 1–5. Reagents and conditions: (i) a. CH3CH=CHCOCl or CH2=CHCOCl, BF3Et2O, PhNO2, N2, 24 h, reflux; b. HCl, overnight, 0 °C; c. water, steam-distillation; yield: 40% for 1; yield: 35% for 2; (ii) NaOH, TsOCl, THF, overnight, rt; yield: 82%; (iii) Ni Raney, NaHCO3, water; overnight, rt; quantitative yield; (iv) Pd/BaSO4, H2, ethanol, 6 h, 5 atm., rt; yield: 70% for 4; 75% for 5; (v) CH3OH, conc. H2SO4, 24 h, reflux; quantitative yield.
