Carbonylative coupling of allylic acetates with aryl boronic acids

Ma, Wei; Xue, Dong; Yu, Ting; Wang, Chao; Xiao, Jianliang

Carbonylative coupling of allylic acetates with aryl boronic acids

2015

Ma, Wei | Xue, Dong | Yu, Ting | Wang, Chao | Xiao, Jianliang

The first allylic carbonylation reaction of allylic acetates with aryl boronic acids under carbon monoxide has been developed. Using Pd–PCy₃ as a catalyst, a wide spectrum of allylic acetates was carbonylated in the presence of various aryl boronic acids, affording α,β-unsaturated aryl ketones in good to excellent yields. Preliminary studies indicate that carbon monoxide always inserts at the least substituted terminal allylic carbon and the resulting β,γ-unsaturated aryl ketones generally isomerise to the ketones obtained.

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