Journal of Organic Chemistry p. 2688 - 2696 (2020)
Update date:2022-08-04
Topics:
Wang, Yuwei
Yu, Pei
Ren, Qingyun
Jia, Fengcheng
Chen, Yunfeng
Wu, Anxin
We herein describe an efficient copper-catalyzed three-component domino protocol used to prepare 2,1-benzoisoxazole-containing 1,2,3-triazoles from commercially available o-bromoacetophenones, aldehydes, and sodium azide. This domino process involves Aldol condensation, copper-catalyzed azide-chalcone oxidative cyclization, 1,2,3-triazole-assisted azidation, and denitrogenative cyclization sequences. The formed compounds could be considered as benzo[c]isoxazole-functionalized combretastatin A-4 triazole analogues, which might be potential applications in the discovery of a new anticarcinogen.
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