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• W2949649757 abstract "Chemoselectivity in the Mannich reaction for three different types of bifunctional substrates has been investigated. 1-Hydroxy-2-naphthalenylethanone affords either phenolic Mannich bases at high pH (free amines), or ketonic Mannich bases at low pH (amine hydrochlorides), whereas the use of N,N-dimethylmethyleneiminium chloride as a preformed dimethylaminomethylation reagent gave the phenolic Mannich base. 1-Aryl-3-(1H-pyrazol-1-yl)-1-propanones undergo aminomethylation at position 4 of the pyrazole ring, and not at the methylene group α to the carbonyl function, regardless of the reaction conditions. 4-(2,5-Dimethyl-1H-pyrrol-1-yl)phenol is aminomethylated chemoselectively on the pyrrole ring under mild reaction conditions." @default.
• W2949649757 created "2019-06-27" @default.
• W2949649757 creator A5078532624 @default.
• W2949649757 date "2014-02-01" @default.
• W2949649757 modified "2023-09-25" @default.
• W2949649757 title "Chemoselective aminomethylation of bifunctional substrates: carbonyl versus phenolic hydroxyl, carbonyl versus pyrazole and pyrrole versus phenolic hydroxyl as competing activating groups" @default.
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• W2949649757 doi "https://doi.org/10.1016/j.tetlet.2014.01.005" @default.
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