Palladium-catalyzed 1,2-amino carbonylation of 1,3-dienes with (N-SO2Py)-2-iodoanilines: 2,3-dihydroquinolin-4(1H)-ones synthesis

Abstract

A palladium-catalyzed 1,2-amino carbonylation of 1,3-dienes with (N-SO₂Py)-2-iodoanilines has been developed for the construction of 2,3-dihydroquinolin-4(1H)-one scaffolds. Using benzene-1,3,5-triyl triformate (TFBen) as the CO source under the assistance of the N-SO₂Py directing group, the reaction proceeded well to afford various 2,3-dihydroquinolin-4(1H)-ones in good yields (up to 88%). The effect of the directing groups was investigated and control experiments were performed to have a better understanding of the reaction pathway.