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- W2949332824 abstract "The reaction of 3-substituted indoles with 2-cyclohexenone under Lewis acid mediated conditions with Bi(NO3)3·5H2O has been investigated. We have demonstrated that electrophilic substitution of 3-substituted indoles with 2-cyclohexenone will readily occur at the nitrogen. Furthermore, the extent of regioselectivity is dependent on reaction solvent and the C3-substituent. Excellent conversion is obtained with good to excellent isolated yields of N- and C2-adducts. In general, more polar, aprotic solvents (CH3CN) give greater N-selectivity whereas with polar protic solvents (CH3OH) an increase in the C2-adduct is observed." @default.
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- W2949332824 date "2005-04-01" @default.
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- W2949332824 title "Regioselective N- and C2-electrophilic substitution of 3-substituted indoles" @default.
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- W2949332824 doi "https://doi.org/10.1016/j.tetlet.2005.02.153" @default.
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