Cascades Synthesis of N-Aryl Oxindole Nitrone Derivatives using Isatine Oximes and Arylboronic acids Catalyzed by Copper Acetate under Mild Conditions

2024/03/19 by Adam, Rita S
#Cascade reaction #Catalyst #Copper acetate #Isatin #Nitrones #Synthesis

paper · doi:10.57647/j.ijc.2024.1401.06

Abstract

Cu-catalysis was employed to create numerous (E)-5-bromo-N-aryl oxindole nitrones with satisfactory to excellent coupling efficiencies. This process involved the reaction of N-unprotected 5-bromoisatin-3-oximes and aryl-boronic acid derivatives under mild reactive conditions. Remarkably, the reaction exhibited tolerance towards several aryl-boronic acids containing diverse functional sensitivity subgroups (73% to 97% yields and 2 to 6 h). Extensive research has demonstrated that the (C=O) group present in 5-bromoisatin-3-oximes can serve as an inhibitory molecule or ligand, playing a crucial role in the generation of (E) oxindole nitrones. Highlights: In this research copper catalyzed cabon-nitrogen bond formatio 10 derivatives of N-aryl oxindole nitrone were prepared The starting materials were different aryl boronic acid and N-unprotected 5-bromoisatin-3-oximes\A reasonable mechanism was suggested

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