4.4 Article

A new and efficient aerobic oxidation of aldehydes to carboxylic acids with singlet oxygen in the presence of porphyrin sensitizers and visible light

Journal

TETRAHEDRON LETTERS
Volume 51, Issue 31, Pages 4061-4065

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2010.05.124

Keywords

Aldehyde; Carboxylic acid; Porphyrin; Sensitizer; Visible light

Funding

  1. Research Council of Shahid Beheshti University

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A new aerobic route is introduced for the oxidation of a variety of aromatic and aliphatic aldehydes to the corresponding carboxylic acid derivatives using molecular oxygen in the presence of tetraphenylporphyrin (H(2)TPP), tetramesitylporphyrin (H(2)TMP), tetrakisdichlorophenylporphyrin (H(2)TDCPP), ZnTPP, and ZnTMP as sensitizers using visible light in an organic solvent. The method has a wide range of applications, does not involve cumbersome work-up, exhibits chemoselectivity, and proceeds under mild reaction conditions. The products are obtained with good conversions and in reasonable reaction times. (C) 2010 Elsevier Ltd. All rights reserved.

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