4.8 Article

Synthesis of 3-Formylindoles via Electrochemical Decarboxylation of Glyoxylic Acid with an Amine as a Dual Function Organocatalyst

Journal

ORGANIC LETTERS
Volume 21, Issue 15, Pages 5862-5866

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.9b01971

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Funding

  1. National Natural Science Foundation of China [21672074, 21372089]

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A new method for 3-formalytion of indoles has been developed through electrochemical decarboxylation of glyoxylic acid with the amine as a dual function organocatalyst. The amine facilitated both the electrochemical decarboxylation and the nucleophilic reaction efficiently, whose loading can be as low as 1 mol %. This protocol has a broad range of functional group tolerance under ambient conditions. The gram-scale experiment has shown great potential in the synthetic application of this strategy.

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