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Metal-free, Visible Light-induced Selective C-C Bond Cleavage of Cycloalkanones with Molecular Oxygen.

A metal-free, visible light-induced oxidative C-C bond cleavage of cycloketones with molecular oxygen is described. Cooperative Brønsted-acid catalysis and photocatalysis enabled selectively C-C bond cleavage of cycloketones to generate an array of γ-, δ- and ε-keto esters under very mild conditions. The mechanistic studies indicate that singlet molecular oxygen ( 1 O 2 ) is responsible for this transformation.