Issue 17, 2019

Metal- and radical-free aerobic oxidation of heteroaromatic methanes: an efficient synthesis of heteroaromatic aldehydes

Abstract

A metal-free and radical-free synthesis of heteroaromatic aldehydes was developed through aerobic oxidation of methyl groups in an I2/DMSO/O2 catalytic system. Under the reaction conditions, various functional groups such as methoxy, aldehyde, ester, nitro, amide, and halo (F, Cl, Br) groups were well tolerated. The bioactive compounds like chlorchinaldin derivative and papaverine were also oxidized to the corresponding aldehydes and ketones. This reaction provided an efficient method for preparing the valuable heteroaromatic aldehydes.

Graphical abstract: Metal- and radical-free aerobic oxidation of heteroaromatic methanes: an efficient synthesis of heteroaromatic aldehydes

Supplementary files

Article information

Article type
Communication
Submitted
27 Feb 2019
Accepted
28 Mar 2019
First published
29 Mar 2019

Org. Biomol. Chem., 2019,17, 4220-4224

Metal- and radical-free aerobic oxidation of heteroaromatic methanes: an efficient synthesis of heteroaromatic aldehydes

R. Ye, Y. Cao, X. Xi, L. Liu and T. Chen, Org. Biomol. Chem., 2019, 17, 4220 DOI: 10.1039/C9OB00490D

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