Figure 2

Synthesis of 1 and 2. Reagents and conditions: (a) 2,4-pentanedione, B2O3, ethyl acetate, 80 °C, 0.5 h, n-BuNH2, 100 °C, 1 h, 0.4 N HCl, 50 °C, 0.5 h; (b) BF3·Et2O, CH2Cl2, rt, 3 h; (c) 2-(2-chloroethoxy)ethanol, K2CO3, DMF, 100 °C, overnight; (d) TsCl, Et3N, CH2Cl2, rt, overnight; (e) CsF, t-BuOH, 100 °C, overnight; (f) 7 or 8, piperidine, ethyl acetate, 110 °C, 20 min.