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Reagents and conditions: (a) benzylic halide, K2CO3, KI (cat.), MeCN or DMF, 60 °C, 18 h; (b) 3,4-dichloro-5-methyl-1H-pyrrole-2-carbonyl chloride, toluene, 130 °C, 15 h; (c) 2 M NaOH, MeOH, 40 °C, 48 h; (d) ROH, PPh3, DIAD, THF, 22 °C, 18 h; (e) for benzylic ethers: Fe, AcOH, rt, 2 h; (f) for nonbenzylic ethers: H2, Pd/C, MeOH, 22 °C, 5 h; (g) KSCN, Br2, AcOH, rt, 15 h; and (h) iodomethane, THF/DMF, 60 °C, 18 h.
