Abstract
AbstractA palladium/norbornene‐catalyzed ortho‐amination and ipso vinyl ether termination reaction of iodoarenes is reported. The benzyl vinyl ether serves as an efficient alternative carbonyl source in palladium/norbornene catalysis for the final ipso termination reaction to give [1‐(benzyloxy)vinyl]arenes, which readily undergo hydrolysis to deliver methyl ketones under aqueous acidic conditions. The final Heck termination reaction with vinyl ethers has high branched/linear selectivity. This reaction tolerates a range of iodoarene and O‐benzoylhydroxylamine substrates, and it provides a convenient way to prepare o‐acetylanilines. The synthetic utility of [1‐(benzyloxy)vinyl]arenes and the corresponding ketones is briefly investigated.magnified image
Published Version
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