Issue 15, 2018

Persulfate-promoted oxidative C–N bond coupling of quinoxalinones and NH-sulfoximines

Abstract

The persulfate-meditated oxidative C–N bond coupling of the C–H bond of quinoxalinones and the N–H bond of NH-sulfoximines is reported. The reaction proceeds smoothly under transition metal-free conditions and provides good to excellent yields of sulfoximidoyl-functionalized quinoxalinone products under mild conditions. The optimized conditions were found to be suitable for a range of sulfoximine and quinoxalinone substrates. This reaction offers a new and convenient strategy to directly install the sulfoximine moiety into the C3 position of quinoxalinone.

Graphical abstract: Persulfate-promoted oxidative C–N bond coupling of quinoxalinones and NH-sulfoximines

Supplementary files

Article information

Article type
Paper
Submitted
12 Feb 2018
Accepted
17 Mar 2018
First published
19 Mar 2018

Org. Biomol. Chem., 2018,16, 2697-2704

Persulfate-promoted oxidative C–N bond coupling of quinoxalinones and NH-sulfoximines

L. Sumunnee, C. Pimpasri, M. Noikham and S. Yotphan, Org. Biomol. Chem., 2018, 16, 2697 DOI: 10.1039/C8OB00375K

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