Nickel-catalyzed decarboxylative coupling reaction of alkynyl carboxylic acids and allyl acetates

The coupling reaction of aryl alkynyl carboxylic acids and allyl acetates was carried out in the presence of nickel catalyst to produce the allyl alkynes in good yields. The optimized condition is that alkynyl carboxylic acid (1.0 equiv), allyl acetate (2.0 equiv), Ni(OAc)2·4H2O (10 mol %), AgOAc (10 mol %), and zinc (1.0 equiv) were reacted at 100 °C for 0.5 h. In addition, when allyl alcohol was employed instead of allyl acetate, the desired product was obtained in good yield. In addition, when the reaction was carried out in the presence of base such as DBU and Cs2CO3, the allene compounds were formed in good yield.