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Issue 13, 2018
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Synthesis of 2-aminobenzaldehydes by rhodium(III)-catalyzed C–H amidation of aldehydes with dioxazolones

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Abstract

Various aldehydes were directly amidated with dioxazolones to afford 2-aminobenzaldehydes through rhodium(III)-catalyzed CHO-directed C–H activation. Aldehydes as the directing groups can effectively minimize waste formation and pre-functionalization steps. Notably, another pathway through which the traceless imine directing groups are generated by a self-reaction between benzaldehydes and dioxazolones has also been proposed in the catalytic system. Further synthetic application of 2-aminobenzaldehydes can lead to more attractive heterocyclic frameworks.

Graphical abstract: Synthesis of 2-aminobenzaldehydes by rhodium(iii)-catalyzed C–H amidation of aldehydes with dioxazolones

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Publication details

The article was received on 23 Apr 2018, accepted on 24 May 2018 and first published on 25 May 2018


Article type: Research Article
DOI: 10.1039/C8QO00413G
Citation: Org. Chem. Front., 2018,5, 2115-2119
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    Synthesis of 2-aminobenzaldehydes by rhodium(III)-catalyzed C–H amidation of aldehydes with dioxazolones

    C. Liu, M. Liu, J. Sun, C. Li and L. Dong, Org. Chem. Front., 2018, 5, 2115
    DOI: 10.1039/C8QO00413G

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