Issue 13, 2018

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

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

Supplementary files

Article information

Article type
Research Article
Submitted
23 Apr 2018
Accepted
24 May 2018
First published
25 May 2018

Org. Chem. Front., 2018,5, 2115-2119

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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