2,6-Dicarboxypyridinium Fluorochromate–Promoted Oxidation of Alkyl-Arenes into Carbonyl Compounds Under Nonaqueous and Aprotic Conditions

Abstract

Benzylic C-H oxidation of a wide variety of alkyl- and cycloalkyl arenes employing 2,6-dicarboxypyridinium fluorochromate under mild reaction conditions is described. The corresponding carbonyl compounds are obtained in good to excellent yields.

GRAPHICAL ABSTRACT

Keywords:

• Alkyl-arenes
• carbonyl compounds
• 2,6-dicarboxypyridinium fluorochromate
• oxidation

ACKNOWLEDGMENT

Financial support of this work from the Research Council of Mazandaran University is gratefully acknowledged.

Notes

^a Isolated yield.

^a All of the products were characterized by comparison of their spectral and physical data with authentic samples.

^b Yields refer to isolated products.

^c The reaction was carried out with 10 mmol of substrates.

^a Cr-PILCP: chromium-pillared clay catalyst.

^b PDC: pyridinium dichromate.

^c Rh₂(cap)₄: dirhodium caprolactamate.