Issue 44, 2023

Electrochemical selenocyclization of 2-ethynylanilines with diselenides: facile and efficient access to 3-selenylindoles

Abstract

An efficient electrochemical selenocyclization strategy for the synthesis of 3-selenylindoles from 2-ethynylanilines and diselenides has been developed in simple tube- or beaker-type undivided cells under ambient conditions. Notably, these sustainable transformations are completed within a short time with low equivalents of charges, diselenides and electrolytes, exhibiting a broad substrate scope with excellent functional group compatibility. Moreover, a gram-scale electrosynthesis and late-stage functionalization of complex molecules further demonstrate the practical synthetic potential of this facile electrochemical system.

Graphical abstract: Electrochemical selenocyclization of 2-ethynylanilines with diselenides: facile and efficient access to 3-selenylindoles

Supplementary files

Article information

Article type
Paper
Submitted
19 Sep 2023
Accepted
25 Oct 2023
First published
25 Oct 2023

Org. Biomol. Chem., 2023,21, 8918-8923

Electrochemical selenocyclization of 2-ethynylanilines with diselenides: facile and efficient access to 3-selenylindoles

M. Zhang, Z. Luo, X. Tang, L. Yu, J. Pei, J. Wang, C. Lu and B. Huang, Org. Biomol. Chem., 2023, 21, 8918 DOI: 10.1039/D3OB01502E

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