Litcius/Paper detail

Catalyst-Free α-Alkylation-α-Hydroxylation of Oxindole with Alcohols

Siwei Wu, Wei Song, Runyu Zhu, Jingwen Hu, Lin Zhao, Zheyao Li, Xinhong Yu, Chengcai Xia, Jianhong Zhao

2022The Journal of Organic Chemistry10 citationsDOI

Abstract

3-Alkyl-3-hydroxyoxindoles, a subclass of oxindole products, have antioxidant, neuroprotective, anticancer, and anti-HIV activities. In this study, a green and economical protocol for the synthesis of 3-alkyl-3-hydroxyoxindoles is developed for the first time via α-alkylation-α-hydroxylation of oxindole with benzyl alcohols without using any transition-metal catalysts in yields of 29-93%.

Topics & Concepts

OxindoleHydroxylationAlkylationCatalysisChemistryOrganic chemistryCombinatorial chemistryEnzymeAsymmetric Hydrogenation and CatalysisAsymmetric Synthesis and CatalysisChemical Synthesis and Analysis