4.6 Article

Electrocatalytic Isomerization of Allylic Alcohols: Straightforward Preparation of β-Aryl-Ketones

Journal

CATALYSTS
Volume 12, Issue 3, Pages -

Publisher

MDPI
DOI: 10.3390/catal12030333

Keywords

electrocatalytic; isomerization; allylic alcohols; Hydrogen Atom Transfer (HAT)

Funding

  1. National Science Foundation of China [21632002, 21772008, 21871012, 22171013]
  2. Guangdong Natural Science Foundation [2020B0303070002]
  3. Shenzhen Basic Research Program [JCYJ20170818090044432]

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This study presents a practical and environmentally friendly electrocatalytic isomerization reaction that converts allylic alcohols to corresponding carbonyl compounds without the need for external chemical oxidants and metal catalysts. The reaction demonstrates a broad substrate scope and allows for the synthesis of diverse beta-aryl ketones.
Electrochemical synthesis has been rapidly developing over the past few years. Here, we report a practical and eco-friendly electrocatalytic isomerization of allylic alcohols to their corresponding carbonyl compounds. This reaction can be carried out in undivided cells without the addition of external chemical oxidants and metal catalysts. Moreover, this reaction features a broad substrate scope including challenging allylic alcohols bearing tri- and tetra-substituted olefins and affords straightforward access to diverse beta-aryl-ketones. Mechanistic investigations suggest that the reactions proceed through a radical process. This study represents a unique example in which electrochemistry enables hydrogen atom transfer in organic allylic alcohol substrates using a simple organocatalyst.

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