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Parikh-Doering Oxidation

Published Online: 15 SEP 2010

DOI: 10.1002/9780470638859.conrr478

Comprehensive Organic Name Reactions and Reagents

Comprehensive Organic Name Reactions and Reagents

How to Cite

2010. Parikh-Doering Oxidation. Comprehensive Organic Name Reactions and Reagents. 478:2118–2120.

Publication History

  1. Published Online: 15 SEP 2010

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Abstract

This reaction is to oxidize primary and secondary alcohols into aldehydes and ketones at room temperature using sulfur trioxide-pyridine complex in combination with dimethylsulfoxide and triethylamine and is called the Parikh–Doering oxidation. All the features of this reaction have been discussed. The study shows that functional groups have high tolerance and are not affected even under the conditions for oxidizing alcohol in tosylate salt. This oxidation reaction has been compared to other oxidation methods and is superior to TPAP/NMO oxidation. In addition, this reaction is not good for the highly strained alcohols. This reaction has been applied for the conversion of primary and secondary alcohols into carbonyl compounds.

Keywords:

  • sulfur trioxide-pyridine complex;
  • dimethylsulfoxide;
  • triethylamine;
  • tosylate salt