Efficient C-N Formation for Preparing α-Branched Primary Amines by Recycled Intramolecular Reactions of 1,8-Naphthosultone Using Ammonia as Nitrogen Source

Zhou, Xinrui;Chen, Jie;Zeng, Xiaoping;Liu, Jihong;Marko, Istvan
(2014) Chinese Journal of Chemical Engineering — Vol. 22, n° 4, p. 405-410 (2014)

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Authors
  • Zhou, XinruiDalian University of Technology (China)
    Author
  • Chen, JieDalian University of Technology (China)
    Author
  • Zeng, XiaopingDalian University of Technology (China)
    Author
  • Liu, JihongDalian University of Technology (China)
    Author
  • Marko, IstvanUCLouvain
    Author
Abstract
Amination of tertiary and secondary alcohols using aqueous ammonia as nitrogen source was carried out by a process with recyclable intramolecular reaction of 1,8-naphthosultone, which lead to α-branched primary amines. Sulfonic resin serves as the heterogeneous catalyst for C N bond formation and protects the neighboring hydroxyl group until the required hydrolysis starts in the alkaline solution. The process can be conducted under mild conditions, no additional solvent is needed and no overreaction to secondary or tertiary amines occurs.
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Zhou, X., Chen, J., Zeng, X., Liu, J., & Marko, I. (2014). Efficient C-N Formation for Preparing α-Branched Primary Amines by Recycled Intramolecular Reactions of 1,8-Naphthosultone Using Ammonia as Nitrogen Source. Chinese Journal of Chemical Engineering, 22(4), 405-410. https://doi.org/10.1016/S1004-9541(14)60037-9 (Original work published 2014)