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- W2415706953 abstract "An efficient route to natural occurring methyl 6-bromoindolyl-3-acetate 1c from methyl indolyl-3-acetate 3 was achieved in 3 steps and 68% overall yield. Thus, in order to regioselectively brominate 3 at the C6-position, introduction of electron withdrawing substituents at N1 and C8 was affected to give intermediate 4 in 82% yield. Bromination of 4 with 8 equiv of bromine in CCl 4 and washings with aqueous Na 2 SO 3 gave 5 in 86% yield, which was N- and C-decarbomethoxylated by treatment with NaCN in DMSO, affording 1c in 97% yield. The regioselectivity of bromination was evidenced by NMR spectroscopy and X-ray diffraction analysis." @default.
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- W2415706953 date "2011-04-01" @default.
- W2415706953 modified "2023-10-18" @default.
- W2415706953 title "C-6 Regioselective Bromination of Methyl Indolyl-3-acetate" @default.
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- W2415706953 doi "https://doi.org/10.1177/1934578x1100600405" @default.
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