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Synthetic route of target compounds 6a-h, 7a-h and 8a-h from dehydroabietic acid. (a) (i) SOCl2, benzene, reflux, 3 h, (ii) MeOH, reflux, 2 h; (b) CrO3, AcOH, Ac2O, 0 °C to rt, 12 h; (c) phenylhydrazine hydrochloride, EtOH, conc. HCl, reflux, 3 h; (d) 1,2-dibromoethane, 1,3-dibromopropane or 1,4-dibromobutane, TBAB, NaOH, benzene, H2O, rt, 12 h; (e) N-substituted piperazine, K2CO3, KI, MeCN, reflux, 8 ∼ 12 h.
