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Facile Synthesis of Keto Nitriles by Cu(II)-Promoted Photooxidative Cleavage of Cyclic Olefins
31 December 2000 (online)
Reaction of trisubstituted cyclic olefins with NaN3 in the presence of Cu(OTf)2 upon irradiation under oxygen gave keto nitriles in good yields. 1,5-Dimethyl-1,5-cyclooctadiene and 1,5,9-trimethyl-1,5,9-cyclododecatriene were converted into the corresponding unsaturated keto nitriles.
photooxidation - oxidative olefin cleavage - Keto nitrile synthesis - Cu(II) triflate - photoazidation