4.6 Article

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

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ORGANIC & BIOMOLECULAR CHEMISTRY
卷 21, 期 44, 页码 8918-8923

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ROYAL SOC CHEMISTRY
DOI: 10.1039/d3ob01502e

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An efficient electrochemical selenocyclization strategy has been developed for the construction of 3-selenylindoles. This strategy exhibits excellent functional group compatibility and shows potential in the late-stage functionalization of bioactive molecules.
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. Sustainable electrochemical selenocyclization is reported for the efficient construction of 3-selenylindoles. This strategy with excellent functional group compatibility shows potential in late-stage functionalization of bioactive molecules.

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