Deoxygenative Arylation of Carboxylic Acids via Aryl Migration.

Clicks: 144
ID: 26445
2019
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Ranked #98 of 117 articles by views in Chemistry (Weinheim an der Bergstrasse, Germany)

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Abstract
An unprecedented deoxygenative arylation of aromatic carboxylic acids has been achieved, allowing the construction of an enhanced library of unsymmetrical diaryl ketones. The synergistic photoredox catalysis and phosphoranyl radical chemistry allows for precise cleavage of a stronger C-O bond and formation of a weaker C-C bond via 1,5-aryl migration under mild reaction conditions. This new protocol is independent of substrate redox-potential, electronic and substituent effects. It affords a general and promising access to 60 examples of synthetically versatile o-amino and o-hydroxy diaryl ketones under redox-neutral conditions. Furthermore, it also brings one concise route to the total synthesis of quinolone alkaloid, (±)-Yaequinolone A2 and Viridicatin derivative in satisfying yield.
Reference Key
xie2019deoxygenativechemistry Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Xie, Jin;
Journal Chemistry (Weinheim an der Bergstrasse, Germany)
Year 2019
DOI
10.1002/chem.201903816
URL
Keywords Keywords not found

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