General methodology for the chemoselective N-alkylation of (2,2,6,6)-tetramethylpiperidin-4-ol: Contribution of microwave irradiation

Abstract : A convenient method to access a broad variety of N-alkyl-(2,2,6,6)-tetramethylpiperidin-4-ol compounds is reported. The thermal treatment of a mixture of (2,2,6,6)-tetramethylpiperidin-4-ol and allyl or benzyl bromide derivatives gave the corresponding N–alkylated compounds in good yields while leaving the hydroxyl functional group intact. Whereas 40 h were needed to reach complete conversion, microwave irradiation allowed the reaction time to be reduced (20 min) and improved the yields in most cases.
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https://hal.univ-lorraine.fr/hal-01969189
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Submitted on : Thursday, January 3, 2019 - 5:56:09 PM
Last modification on : Monday, March 4, 2019 - 2:04:10 PM

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Romain Membrat, Alexandre Vasseur, Laurent Giordano, Alexandre Martinez, Didier Nuel. General methodology for the chemoselective N-alkylation of (2,2,6,6)-tetramethylpiperidin-4-ol: Contribution of microwave irradiation. Tetrahedron Letters, Elsevier, 2019, 60 (3), pp.240-243. ⟨10.1016/j.tetlet.2018.12.020⟩. ⟨hal-01969189⟩

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