Copper-Catalyzed Aerobic Oxidation for the Amination of Benzoxazole Under Air

A practical copper-catalyzed aerobic oxidation for the amination of benzoxazole with secondary amine has been discovered. This reaction has proved to be effective to a variety of amines with lower catalyst loading amount, and only oxygen in air is required to facilitate this transformation. A copper...

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Bibliographic Details
Published inSynthetic communications Vol. 44; no. 19; pp. 2848 - 2853
Main Authors Cao, Ke, Wang, Jia-Ling, Wang, Lin-Hui, Li, Yuan-Yuan, Yu, Xing-Hua, Huang, Yawen, Yang, Junxiao, Chang, Guanjun
Format Journal Article
LanguageEnglish
Published PHILADELPHIA Taylor & Francis Group 02.10.2014
Taylor & Francis
Taylor & Francis Ltd
Subjects
Aerobic oxidation
air
amination
benzoxazole
Chemistry
Chemistry, Organic
copper
Physical Sciences
Science & Technology
AZOLES
benzoxazole
FORMAMIDES
Aerobic oxidation
copper
amination
air
SECONDARY-AMINES
TRENDS
C-H
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Summary:A practical copper-catalyzed aerobic oxidation for the amination of benzoxazole with secondary amine has been discovered. This reaction has proved to be effective to a variety of amines with lower catalyst loading amount, and only oxygen in air is required to facilitate this transformation. A copper-catalyzed/amine-induced ring opening of the benzoxazole and recyclization mechanism was also proposed.
ISSN:0039-7911
1532-2432
DOI:10.1080/00397911.2014.919402