Volume 21, Issue 37
Preparative Organic Chemistry
Full Access

ChemInform Abstract: Superoxide Oxidation: A Novel Route to Aromatic 1,2-Dicarboxylic Acids.

C. SOTIRIOU

C. SOTIRIOU

Dep. Med. Chem. Coll. Pharm. Allied Health Prof., Barnett Inst. Chem. Anal. Mat. Sci., Northeastern Univ., Boston, MA 02115, USA

Search for more papers by this author
W. LEE

W. LEE

Dep. Med. Chem. Coll. Pharm. Allied Health Prof., Barnett Inst. Chem. Anal. Mat. Sci., Northeastern Univ., Boston, MA 02115, USA

Search for more papers by this author
R. W. GIESE

R. W. GIESE

Dep. Med. Chem. Coll. Pharm. Allied Health Prof., Barnett Inst. Chem. Anal. Mat. Sci., Northeastern Univ., Boston, MA 02115, USA

Search for more papers by this author
First published: September 11, 1990

Abstract

Potassium superoxide and 18-crown-6 in an aprotic medium represent a reagent system for the mild oxidative cleavage of cyclic ketones fused to aromatic rings or phenols.

ChemInform Abstract

Potassium superoxide and 18-crown-6 in an aprotic medium represent a reagent system for the mild oxidative cleavage of cyclic ketones fused to aromatic rings or phenols. The corresponding dicarboxylic acids are obtained as the major products. E.g., the tetralones (I) and (IV) and α-naphthol (V) are converted to phthalic acid (II). Minor by-products are aromatic tetrones, e.g. (III). Further examples are given in the original paper.

    The full text of this article hosted at iucr.org is unavailable due to technical difficulties.