Phenyliodinium diacetate

Methoxyquinoline is regioselectively oxidized at the methyl group by a chelate-directed palladium-catalyzed C-H bond activation <2004JA2300>. 8-Methylquinoline is selectively oxidized at the methyl position on treatment with palladium(ll) acetate followed by the oxidant phenyliodinium diacetate in acetic acid. The reaction proceeds via formation of a palladacycle (Scheme 4). Performing the reaction in methanol leads to isolation of 8-(methoxy-methyl)quinoline in 77% yield. 

Whilst the Sharpless epoxidation with titanium catalysts and the Jacobsen-Katsuki epoxidation with manganese(salen) complexes are at the forefront of enantioselec-tive epoxidation with metal catalysts, there are alternative systems available. Ruthenium pyridinebisoxazoline (PYBOX) complexes have been independently reported, using either phenyliodinium diacetate or sodium periodate as... 

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See also in sourсe #XX -- [ ]

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