Issue 3, 2024

PyBroP-mediated nucleophilic addition of oxindoles with pyridine N-oxides to access 3-pyridyl-3,3-disubstituted oxindoles

Abstract

A sustainable and efficient strategy for the synthesis of 3-pyridyl-3,3-disubstituted oxindole derivatives has been achieved via PyBroP (bromotripyrrolidinophosphonium hexafluorophosphate) promoted nucleophilic addition reaction of oxindoles with pyridine N-oxides. The approach worked well under relatively mild conditions. The protocol features a broad substrate scope and good functional group tolerance and gives products in moderate to excellent (52–95%) yields.

Graphical abstract: PyBroP-mediated nucleophilic addition of oxindoles with pyridine N-oxides to access 3-pyridyl-3,3-disubstituted oxindoles

Supplementary files

Article information

Article type
Paper
Submitted
23 Oct 2023
Accepted
07 Dec 2023
First published
07 Dec 2023

New J. Chem., 2024,48, 1192-1199

PyBroP-mediated nucleophilic addition of oxindoles with pyridine N-oxides to access 3-pyridyl-3,3-disubstituted oxindoles

F. Han, W. Xiao, L. Jia and X. Hu, New J. Chem., 2024, 48, 1192 DOI: 10.1039/D3NJ04907H

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