Jump to main content
Jump to site search
PLANNED MAINTENANCE Close the message box

Scheduled maintenance work on Wednesday 27th March 2019 from 11:00 AM to 1:00 PM (GMT).

During this time our website performance may be temporarily affected. We apologise for any inconvenience this might cause and thank you for your patience.


Issue 9, 2019
Previous Article Next Article

B(C6F5)3-Catalyzed redox-neutral β-alkylation of tertiary amines using p-quinone methides via borrowing hydrogen

Author affiliations

Abstract

Herein, we present the first example of catalytic redox-neutral β-functionalization of tertiary amines through a borrowing hydrogen process. This B(C6F5)3-catalyzed procedure utilizes commercially or readily available catalysts and substrates and promotes a direct functionalization of the C(sp3)–H bond at the β-position of acyclic tertiary amines through conjugate addition to para-quinone methides. Compared to previous work on direct β-functionalization of tertiary amines under oxidative conditions, besides being metal-free, the significant advantage of this method is that neither stoichiometric oxidants nor reductants are needed which may otherwise generate unnecessary waste.

Graphical abstract: B(C6F5)3-Catalyzed redox-neutral β-alkylation of tertiary amines using p-quinone methides via borrowing hydrogen

Back to tab navigation

Supplementary files

Publication details

The article was received on 20 Nov 2018, accepted on 21 Dec 2018 and first published on 21 Dec 2018


Article type: Communication
DOI: 10.1039/C8CC09215J
Citation: Chem. Commun., 2019,55, 1217-1220

  •   Request permissions

    B(C6F5)3-Catalyzed redox-neutral β-alkylation of tertiary amines using p-quinone methides via borrowing hydrogen

    R. Li, Y. Chen, K. Jiang, F. Wang, C. Lu, J. Nie, Z. Chen, G. Yang, Y. Chen, Y. Zhao and C. Ma, Chem. Commun., 2019, 55, 1217
    DOI: 10.1039/C8CC09215J

Search articles by author

Spotlight

Advertisements