2-Iodophenol → 2-(4-Acetyl phenyl)benzo[b]furan

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The general procedure was used to convert 1-(4-Ethynyl-phenyl)-ethanone and 2-iodophenol to the title product. Purification by flash chromatography (10% ethyl acetate in hexanes as the eluent) gave the analytically pure product as a white solid (326 mg, 69% yield). 1H NMR (300 MHz, CDCl3) δ 8.02 (d, J=8.67, 2H), 7.92 (d, J=8.67, 2H), 7.60 (d, J=7.72, 1H), 7.52 (d, J=7.35, 1H), 7.35-7.22 (m, 2H), 7.14 (s, 1H), 2.62 (s, 3H). 13C NMR (75 MHz, CDCl3) δ 197.33, 155.18, 154.50, 136.48, 134.55, 128.91, 128.87, 125.14, 124.75, 123.24, 121.32, 111.35, 103.65, 26.62. HRMS El calcd for C16H12O2—236.0837, Found—236.0835. mp.—168-170° C. (lit., 3168-170° C.).

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