合成路线1

Condensation of 4-benzyloxybenzaldehyde (VI) with N,N-dimethylthioformamide in the presence of LDA in THF at -78 C provided the alpha-hydroxythioacetamide (VII), which was cyclized with methanesulfonic acid to yield benzothiophene (VIII). Subsequent acylation of (VIII) with the intermediate acid chloride (V) in boiling chlorobenzene provided ketone (IX). 4-Bromophenol (X) was protected as the triisopropylsilyl ether using triisopropylsilyl trifluoromethanesulfonate and imidazole, and then converted to the corresponding Grignard reagent (XI) with Mg in THF. Displacement of the dimethylamino group from benzothiophene (IX) by Grignard reagent (XI) furnished the 2-arylbenzothiophene (XII), which was desilylated with tetrabutylammonium fluoride to give (XIII). The ketone function of (XIII) was then reduced by means of LiAlH4 to yield (XIV).