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An organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and maleimides

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Abstract

An organophotoredox-catalyzed reduction/addition/oxidation cascade of N-protected maleimides and N-(acyloxy)phthalimides is documented. The mild and efficient redox-neutral process involves the hitherto unknown Giese-type addition of aryloxy-alkyl radicals on N-protected maleimides and a successive oxidation allowing an overall Z-alkenylation of the N-substituted pyrrolidine-2,5-dione motif through a formal translocation of the maleimide double bond.

Graphical abstract: An organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and maleimides

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Article information


Submitted
31 Jan 2021
Accepted
04 Mar 2021
First published
08 Mar 2021

Org. Chem. Front., 2021, Advance Article
Article type
Research Article

An organophotoredox-catalyzed redox-neutral cascade involving N-(acyloxy)phthalimides and maleimides

S. Das, S. K. Parida, T. Mandal, S. K. Hota, L. Roy, S. De Sarkar and S. Murarka, Org. Chem. Front., 2021, Advance Article , DOI: 10.1039/D1QO00170A

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