Palladium-Catalyzed Cascade Carbonylative Synthesis of Perfluoroalkyl and Carbonyl-Containing 3,4-Dihydroquinolin-2(1<i>H</i>)-one Derivatives

Abstract

A palladium-catalyzed cascade radical cyclization and carbonylation of 1,7-enynes with perfluoroalkyl iodides and alcohols has been described. This procedure provides a facile and efficient approach for the construction of 3,4-dihydroquinolin-2(1<i>H</i>)-one skeletons by using benzene-1,3,5-triyl triformate (TFBen) as the CO source. This method enables the incorporation of both perfluoroalkyl and carbonyl units into the 3,4-dihydroquinolin-2(1<i>H</i>)-one skeletons, producing a variety of 3,4-dihydroquinolin-2(1<i>H</i>)-one derivatives in moderate to high yields and with excellent <i>E</i>/<i>Z</i> selectivity.