Issue 9, 2022

The copper-catalyzed radical aminophosphinoylation of maleimides with anilines and diarylphosphine oxides

Abstract

The copper-catalyzed radical multi-component coupling of maleimides, anilines, and diarylphosphine oxides has been realized, providing the rapid synthesis of a library of aminophosphinoylated maleimides, with the formation of C–N and C–P bonds. The remarkable feature of the current multi-component reaction was that five clinical drug molecules containing sulfonamide and arylamine functional groups underwent chemo-selective radical vinylphosphinoylation to access sterically congested products. Most impressively, this transformation worked on a wide range of substrates and showed good functional group tolerance.

Graphical abstract: The copper-catalyzed radical aminophosphinoylation of maleimides with anilines and diarylphosphine oxides

Supplementary files

Article information

Article type
Research Article
Submitted
04 Feb 2022
Accepted
18 Mar 2022
First published
18 Mar 2022

Org. Chem. Front., 2022,9, 2471-2476

The copper-catalyzed radical aminophosphinoylation of maleimides with anilines and diarylphosphine oxides

Y. Xu, X. Zhou, L. Chen, Y. Ma and G. Wu, Org. Chem. Front., 2022, 9, 2471 DOI: 10.1039/D2QO00184E

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