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Copper-Catalyzed Oxidative Difunctionalization of Terminal Unactivated Alkenes
Muhammad Ijaz Hussain1, Yangyang Feng1, Liangzhen Hu1
1School of Chemistry and Chemical Engineering , Chongqing University , Chongqing 401331 , China.
Abstract:
The copper(II)-promoted free-radical oxidative difunctionalization of terminal alkenes to access ketoazides by utilizing molecular oxygen has been reported. A series of styrene derivatives have been evaluated and were found to be compatible to give the desired difunctionalized products in moderate to good yields. The role of molecular oxygen both as an oxidant and oxygen atom source in this catalytic transformation has been unquestionably demonstrated by 18O-labeling studies and a radical mechanistic pathway involving the oxidative formation of azidyl radicals is also designed. This environment-friendly catalytic oxidative protocol can transform aldehyde to nitrile.
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