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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†
Ying-Ying Peng,Bi-Yin Zhuo,Zhi-Qiang Wang,Bang Liu,Fu-Xing Zhang,Jiang-Xi Yu,Cheng-Yong Wang,Zhi-Feng Xu
Organic Chemistry Frontiers Pub Date : 09/07/2022 00:00:00 , DOI:10.1039/D2QO01226J
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
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