Abstract
Ethoxyacetylene (I) has been converted by organocopper(I) species into ( E)-2-ethoxy-1-alkenylcopper(I) compounds (II). The adducts II have been shown to be useful intermediates for preparation of 1,4-diketones (VI). Two routes to VI were used: (i) sequential treatment of II with allyl bromide, 3.0 N HCl, and PdCl 2/CuCl in DMF/H 2O, and (ii) sequential treatment of II with 2,3-dibromopropene and Hg(OAc) 2. A dienone was formed from the first procedure when after the reaction of II with allyl bromide the product was treated first with the PdCl 2/CuCl.
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