Issue 18, 2024

DMSO promoted catalyst-free oxidative C–N/C–O couplings towards synthesis of imidazoles and oxazoles

Abstract

Dimethyl sulfoxide (DMSO)-promoted catalyst-free oxidative C–N coupling and C–O coupling under oxidant-free conditions are outlined. This protocol is operationally simple and leads to various functionalized substituted imidazoles or oxazoles in good yields. To date, a very limited number of oxidation protocols have been established, where DMSO acts solely as a catalyst or an oxidant or both. In this report, DMSO is not only used as a C–N/C–O coupling agent but is also used as the oxidant required for these oxidative transformations. Hence, our demonstrated DMSO-promoted catalyst-free coupling transformation has the ability to lead to a new dimension in the field of oxidative coupling.

Graphical abstract: DMSO promoted catalyst-free oxidative C–N/C–O couplings towards synthesis of imidazoles and oxazoles

Supplementary files

Article information

Article type
Paper
Submitted
08 Mar 2024
Accepted
02 Apr 2024
First published
03 Apr 2024

Org. Biomol. Chem., 2024,22, 3684-3692

DMSO promoted catalyst-free oxidative C–N/C–O couplings towards synthesis of imidazoles and oxazoles

D. Bera, R. Sarkar, T. Dhar, P. Saha, P. Ghosh and C. Mukhopadhyay, Org. Biomol. Chem., 2024, 22, 3684 DOI: 10.1039/D4OB00383G

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