Approach to N-Alkoxy-2-oxoindole for Mimicing SERMs Structure
Approach to N-Alkoxy-2-oxoindole for Mimicing SERMs Structure
摘要
Treatment of N-alkoxyamides with bis（trifluoroacetoxy）iodobenzene generated electron deficient nitrogen species, which readily cyclized onto aromatic ring to give N-alkoxy-2- oxoindoles. The effect of different substituent on aromatic ring to the electrophilic substitution was studied.
Treatment of N-alkoxyamides with bis（trifluoroacetoxy）iodobenzene generated electron deficient nitrogen species, which readily cyclized onto aromatic ring to give N-alkoxy-2- oxoindoles. The effect of different substituent on aromatic ring to the electrophilic substitution was studied.
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7[7]Data of compound 5: 1H NMR (CDCl3, δδppm, J Hz): 3.52 (s, 2H, -CH2-), 4.20 (s, 2H, -CH2-),6.81 (br d, 1H, J=7.5, Ph-H), 7.05 (br t, 1H, J=7.5, Ph-H), 7.22 (br t, 1H, J=7.8, Ph-H),7.37-7.40 (m, 4H, Ph-H), 7.50-7.53 (m, 2H, Ph-H); Compound 8: 1H NMR (CDC13, δppm, J Hz): 2.89 (s, 2H, -CH2-), 4.88 (s, 2H, -CH2-), 6.18 (dd, 2H, J=2.1, J=8.1, Vinyl-H), 6.57 (dd,2H, J=2.1, J=8.1, Vinyl-H), 7.28-7.36 (m, 5H, Ph-H); Compound 9: 1H NMR (CDC13, δppm, J Hz): 3.46 (s, 2H, -CH2-), 3.73 (s, 3H, -OCH3), 5.18 (s, 2H, -CH2-), 6.35 (d, 1H, J=2.4, Ph-H),6.51 (dd, 1H, J=2.7, J=8.1, Ph-H), 7.07 (br d, 1H, J=7.8, Ph-H), 7.38-7.41 (m, 3H, Ph-H),7.49-7.52 (m, 2H, Ph-H); Compound 10: 1H NMR (CDCl3, δppm, J HZ): 3.49 (s, 2H, -CH2-),3.76 (s, 3H, -OCH3), 5.12 (s, 2H, -CH2-), 6.66-6.74 (m, 2H, Ph-H), 6.81 (br s, 1H, Ph-H),7.26-7.39 (m, 3H, Ph-H), 7.49-7.52 (m, 2H, Ph-H); Compound 12: 1H NMR (CDCl3, δppm, J Hz): 3.79 (s, 2H, -CH2-), 5.16 (s, 2H, -CH2-), 7.26-7.37 (m, 4H, Ph-H), 7.46 (br d, 2H, J=8.4,Ph-H), 8.19 (dd, 2H, J=1.2, J=6.9, Ph-H); Compound 13: 1H NMR (CDC13, δppm, J Hz): 3.84 (s,2H, -CH2-), 5.25 (s, 2H, -CH2-), 7.27-7.50 (m, 5H, Ph-H), 8.20-8.24 (m, 4H, Ph-H).
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