Phenethylamines via Heck Arylation of a New Vinylamine Equivalent

Article abstract of DOI:10.1021/jo00064a015

A new vinylamine equivalent, N-vinyloxazolone 3, has been prepared in three steps and shown to undergo Heck arylation with a variety of substrates.The Heck adducts thus obtained are then converted in one step and high yield to phenethylamine hydrochlorides.As a general synthetic method for preparation of substituted phenethylamines, use of this new reagent is shown to be superior to N-vinylphthalimide in number of steps, regiospecificity, and chemical yield.