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

TETRAHEDRON LETTERS

卷:60

Article

Membrat, Romain¹  Vasseur, Alexandre²  Giordano, Laurent¹  Martinez, Alexandre¹  Nuel, Didier¹ 

[1] Aix Marseille Univ, CNRS, Cent Marseille, ISm2, Marseille, France

[2] Univ Lorraine, CNRS, L2CM, F-54000 Nancy, France

关键词: Chemoselective alkylation;    Functional tolerance;    Microwave assisted reactions;    Sterically hindered amines;   

DOI  :  10.1016/j.tetlet.2018.12.020

来源: Elsevier

【 摘 要 】

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. (C) 2018 Elsevier Ltd. All rights reserved.

【 授权许可】

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