Jump to main content
Jump to site search

Issue 8, 2013
Previous Article Next Article

On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid – oxidation of the enol intermediate by triplet oxygen

Author affiliations

Abstract

The formation of 2-methyl-1-tetralone from the metal-free and base-free decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid involves 2-methyl-3,4-dihydro-1-naphthol as an intermediate. The reaction of this enol with atmospheric oxygen leads to 2-hydroperoxy-2-methyl-1-tetralone. The oxidation mechanism is confirmed by quantum chemical calculations at the (U)B3LYP/6-31G(d) level of theory.

Graphical abstract: On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid – oxidation of the enol intermediate by triplet oxygen

Back to tab navigation

Supplementary files

Additions and corrections

Publication details

The article was received on 01 May 2013, accepted on 13 May 2013 and first published on 14 May 2013


Article type: Letter
DOI: 10.1039/C3NJ00457K
Citation: New J. Chem., 2013,37, 2245-2249
  •   Request permissions

    On the decarboxylation of 2-methyl-1-tetralone-2-carboxylic acid – oxidation of the enol intermediate by triplet oxygen

    A. Riahi, J. Muzart, M. Abe and N. Hoffmann, New J. Chem., 2013, 37, 2245
    DOI: 10.1039/C3NJ00457K

Search articles by author

Spotlight

Advertisements