PCC: Novel Oxidation Reactions

Introduction

Until the studies of Corey and co-workers (1975), [1] the reactivity of pyridinium chlorochromate (PCC) had been investigated little. The first report on the chlorochromate anion dates back to 1833. [2] In 1899, the first synthesis of PCC was achieved. [3] PCC is prepared easily and safely. [1] It shows a high capability to convert primary alcohols ex­clusively to aldehydes. Mere filtration, washing of the residue with diethyl ether, and concentration of the filtrate furnish virtually pure product. PCC shows a slightly acidic character and for acid-labile groups the reaction could be buffered with NaOAc. The applications of PCC are not limited to oxidation reactions, but several rearrangements and useful conversions are mediated by PCC, which makes it a versatile reagent in organic synthesis.

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