Formic Acid → 5-Bromo-3,3-dimethyl-7-isopropyl-2,3-dihydro-benzofuran

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Reaction Steps

Following general procedure C and using 1,5-dibromo-3-isopropyl-2-(2-methyl-allyloxy)-benzene (Compound 6, 28.45 g, 82 mmol), palladium(II)acetate (0.808 g, 3.5 mmol), triphenyl phosphine (1.02 g, 3.5 mmol), 7.7 mL of piperidine and 21 mL of 98% formic acid in a total volume of 1L of anhydrous N,N-dimethylformamide, the title compound was obtained as a colorless oil (1.6 g, 7.3%). 1H NMR (300 MHz, CDCl3): δ 7.12 (d, 1H, J=2.2 Hz), 7.03 (d, 1H, J=2.2 Hz), 4.21 (s, 2H), 3.06 (heptet, 1H, J=6.9 Hz), 1.32 (s, 6H), 1.22 (d, 6H, J=6.9 Hz).

Provenance & Evidence