合成路线1

Synthesis of intermediate (V) of DX-9065a: Compound (V) has been obtained as follows: The reaction of 7-methoxy-1,2,3,4-tetrahydronaphthalen-2-one (VII) with trimethylsilyl cyanide using BF3 ethearate as catalyst gives 7-methoxy-3,4-dihydronaphthalene-2-carbonitrile (VIII), which is aromatized with sulfur and Pd/C to naphthalene (IX). The demethylation of (IX) with BBr3 in dichloromethane affords 7-hydroxynaphthalene-2-carbonitrile (X), which is finally converted into the triflate (V) with PhN(SO2CF3)2 as triflating agent. Alternatively, the triflation of 7-methoxy-2-naphthol (XI) as before gives the triflate (XII), which is converted into the previously obtained carbonitrile (IX) by reaction with Zn(CN)2 catalyzed by triphenylphosphine and palladium acetate in hot 1-methyl-2-pyrrolidone.