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Reagents and conditions: reaction a, 3.0 eq of K2CO3,20 eq of 21, 1.5 eq of KI, 10 mol % CuI, Me2CO, 55°C, 4 h, 67% yield; reaction b, 10% Pd/BaSO4, quinoline, EtOAc, 25°C, 15 min, 66% yield; reaction c, DMF, 120°C, 2 h, 78% yield; reaction d, DMF, 120°C, 4 h, 91% yield; and reaction e, 3.0 eq of triethylamine, 3.0 eq of 24, 2.0 eq of CaCl2·H2O, MeOH (sealed tube) 3 h, 75% yield.
