4.8 Article

Ni(II)-Mediated Photochemical Oxidative Esterification of Aldehydes with Phenols

Journal

ORGANIC LETTERS
Volume 24, Issue 38, Pages 6908-6913

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02560

Keywords

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Funding

  1. National Natural Science Foundation of China [21971182, 21771131]
  2. Priority Academic Program Development of Jiangsu Higher Education Institutions

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A photocatalytic system has been developed for the acceptorless dehydrogenation esterification of phenols and aromatic aldehydes, which shows great tolerance towards functional groups and high efficiency. It also exhibits high activity in the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols.
The photopromoted, Ni-catalyzed acceptorless dehydrogenation esterification of phenols and aromatic aldehydes has been achieved in an oxidant-and external photosensitizer-free manner. This reliable and atom-economical transformation was tolerant to a wide range of functional groups and proceeded efficiently to give various aryl benzoates in moderate to high yields. Additionally, this photocatalytic system displayed high activity for the hydrogen-evolution cross coupling of aliphatic aldehydes and phenols employing dual nickel and aromatic aldehyde catalysis.

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