Issue 10, 2022

Electrochemical oxidative selenocyclization of olefinic amides towards the synthesis of iminoisobenzofurans

Abstract

Organoselenium compounds are important structures in medicinal chemistry, materials chemistry and biochemistry. Many drugs contain heterocyclic skeletons. The selenation of pharmaceutical molecules is a promising way to discover new drugs. Herein, we introduced an electrochemical oxidative radical cascade cyclization of olefinic amides and diselenides without transition-metal catalysts and external oxidants. Various olefinic amides and diselenides were compatible, generating the desired products, more than 40 examples, in up to 94% yield. This selenocyclization reaction provided a facile method to construct C–Se and C–O bonds in one step.

Graphical abstract: Electrochemical oxidative selenocyclization of olefinic amides towards the synthesis of iminoisobenzofurans

Supplementary files

Article information

Article type
Research Article
Submitted
12 Mar 2022
Accepted
03 Apr 2022
First published
08 Apr 2022

Org. Chem. Front., 2022,9, 2786-2791

Electrochemical oxidative selenocyclization of olefinic amides towards the synthesis of iminoisobenzofurans

H. Li, F. Lu, J. Xu, J. Hu, H. Alhumade, L. Lu and A. Lei, Org. Chem. Front., 2022, 9, 2786 DOI: 10.1039/D2QO00406B

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