Palladium-Catalyzed Carbonylative Synthesis of Polycyclic 3,4-Dihydroquinolin-2(1H)-one Scaffolds Containing Perfluoroalkyl and Carbonyl Units

A palladium-catalyzed one-pot two-step radical mediatedcarbonylativecyclization of 1,7-enynes with perfluoroalkyl iodides and Mo-(CO)(6) has been developed for the construction of polycyclic 3,4-dihydroquinolin-2-(1H)-one scaffolds. This method realizes a facile synthesisof various polycyclic 3,4-dihydroquinolin-2-(1H)-onederivatives containing perfluoroalkyl and carbonyl units in high yields.Moreover, modifications of several bioactive molecules were demonstrated using this protocol.

Automated summary

This study developed a palladium-catalyzed one-pot two-step radical mediated carbonylative cyclization method to construct polycyclic 3,4-dihydroquinolin-2-(1H)-one scaffolds using perfluoroalkyl iodides and Mo-(CO)(6) with 1,7-enynes. Various polycyclic 3,4-dihydroquinolin-2-(1H)-one derivatives containing perfluoroalkyl and carbonyl units were synthesized with high yields. Moreover, modification of several bioactive molecules was demonstrated using this protocol.