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Reagents and conditions: (a)73 methyl cyanoacetate, KOt-Bu, DMSO, 50 °C, 3 h, 38%; (b) H2SO4, rt, 30 min, 87%; (c) Tf2NPh, DMAP, Et3N, DCM, −20 °C to rt, 2 h, 22%; (d) Pd(PPh3)4, HCOOH, Et3N, DMF, 80 °C, 2 h, 83%; (e) NBS, H2SO4, 50 °C, 2.5 h, 47%; (f) 2,4,6-trichlorophenyl formate, Pd(OAc)2, Xantphos, Et3N, toluene, 100 °C, 12 h, 22%; (g) TsOH·H2O, o-dichlorobenzene, 120 °C, 24 h, 89%; (h) RNH2, EtCOOH, o-dichlorobenzene, 150 °C, 11–38 h.
