Scheme 2. Synthesis of Colchicine Derivatives (5–17).
Reagents and conditions: (a) trimethylsilylacetylene, CuSO4, sodium ascorbate, MeOH/H2O 10/1 v/v, 55 °C for 5; (b) respective alkyne, CuI, i-Pr2NEt, MeOH, 55 °C for 6 and 7; (c) respective alkyne, CuSO4, sodium ascorbate, MeOH/H2O 10/1 v/v, 55 °C for 8 and 9 and 11–17; (d) CH3SO2Cl, Et3N, dichloromethane (DCM), 0 °C to RT for 10.
