Issue 21, 2022

Mg(OtBu)2-catalyzed C–H oxidation of α-azido arylethanones using TBHP as the oxidant and carbonyl oxygen source: facile access to primary α-ketoamides

Abstract

A room temperature Mg(OtBu)2-catalyzed C(sp3)–H oxidation of α-azido arylethanones to straightforwardly produce primary α-ketoamides is presented. By utilizing TBHP as the oxidant and carbonyl oxygen source, this method allows the oxidation of dual methylene C–H bonds α to the carbonyl group for the synthesis of various primary α-ketoamides in moderate to good yields. This method is applicable to one pot oxidative coupling of α-bromoarylethanones with sodium azide leading to primary α-ketoamides.

Graphical abstract: Mg(OtBu)2-catalyzed C–H oxidation of α-azido arylethanones using TBHP as the oxidant and carbonyl oxygen source: facile access to primary α-ketoamides

Supplementary files

Article information

Article type
Research Article
Submitted
30 Jul 2022
Accepted
06 Sep 2022
First published
07 Sep 2022

Org. Chem. Front., 2022,9, 5858-5863

Mg(OtBu)2-catalyzed C–H oxidation of α-azido arylethanones using TBHP as the oxidant and carbonyl oxygen source: facile access to primary α-ketoamides

Y. Peng, B. Zhuo, Z. Wang, B. Liu, F. Zhang, J. Yu, C. Wang, Z. Xu and J. Li, Org. Chem. Front., 2022, 9, 5858 DOI: 10.1039/D2QO01226J

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