4.7 Article

Iminyl-radicals by electrochemical decarboxylation of α-imino-oxy acids: construction of indole-fused polycyclics

Journal

CHEMICAL COMMUNICATIONS
Volume 57, Issue 79, Pages 10242-10245

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d1cc03891e

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Funding

  1. National Natural Science Foundation of China [22071067, 21672074]

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In this study, iminyl radicals were generated through the electrochemical decarboxylation of alpha-imino-oxy acids using nBu(4)NBr as a mediator under exogenous-oxidant- and metal-free conditions. These iminyl radicals underwent intramolecular cyclization smoothly with adjacent (hetero)arenes to form a series of indole-fused polycyclic compounds.
Iminyl radicals are reactive intermediates that can be used for the construction of various valuable heterocycles. Herein, the electrochemical decarboxylation of alpha-imino-oxy acids for the generation of iminyl radicals has been accomplished under exogenous-oxidant- and metal-free conditions through the use of nBu(4)NBr as a mediator. The resulting iminyl radicals undergo intramolecular cyclization smoothly with the adjacent (hetero)arenes to afford a series of indole-fused polycyclic compounds.

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