Organic Chemistry Portal



Synthesis of Indoline-2,3-diones by Radical Coupling of Indolin-2-ones with tert-Butyl Hydroperoxide

Wei-Wei Ying, Wen-Ming Zhu, Hongze Liang, Wen-Ting Wei*

*School of Materials Science and Chemical Engineering, Ningbo University, Ningbo 315211, P. R. of China, Email:

W.-W. Ying, W.-M. Zhu, H. Liang, W.-T. Wei, Synlett, 2018, 29, 215-218.

DOI: 10.1055/s-0036-1589106


Recombination of alkyl radicals derived from indolin-2-ones with the tert-butylhydroperoxy radical affords 3-(tert-butylperoxy)indolin-2-one intermediates that can be further transformed into indoline-2,3-diones under air. This strategy provides a simple, effcient, and metal-free route to indolinediones.

see article for more examples

Convenient and Clean Synthesis of Isatins by Metal-Free Oxidation of Oxindoles

W.-T. Wei, W.-W. Ying, W.-M. Zhu, Y. Wu, Y.-L. Huang, Y.-Q. Cao, Y.-N. Wang, H. Liang, Synlett, 2017, 28, 2307-2310.

Key Words

radical coupling, indolinones, oxidation, isatins, tert-butyl hydroperoxide

ID: J60-Y2018