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Reagents and conditions: (iii) N-bromosuccinimide, AcOH, 2h, rt, 81%; (iv) K3PO4·H2O, Cu0, CuI, 90 °C, 5 h, 46%; (v) Propargyl bromide, NaOH, toluene, tetrabutylammonium (TBA) HSO4, rt, 5 h, 97%; (vi) Benzene, 1-butanol, 100 °C, 2 h, 58%; (vii) TBTACu(I)Br, N,N-Diisopropylethylamine (DIPEA), CHCl3, rt, 12 h, 55%.
