Palladium-catalyzed cross-coupling syntheses of benzotriazolyl enynes and a general route to enynyl ketones and alkynyl ketones

A two-step methodology that can be used to create a general route to enynyl ketones and alkynyl ketones is presented. First, cross-coupling reactions between vinyl triflates or vinyl bromides against 1-(benzotriazol-1-yl)propargyl ethyl ether. is made. The resulting compound is reacted with primary halides to create intermediates hydrolyzed by dilute acid. Alkynyl ketones are formed through coupling reactions involving a variety of aryl iodides.