Copper-catalyzed tandem reaction of 2-alkynylanilines with benzoquinones: efficient access to 3-indolylquinones

A simple, mild, catalytic and efficient method for the straightforward synthesis of an interesting class of 2-aryl/alkyl-substituted-3-indolyl quinones in good to high yields is reported for the first time. This atom-efficient method proceeds via copper-catalyzed one-pot sequential intramolecular hydroamination (C-N bond formation) of 2-alkynylanilines followed by oxidative C-C coupling with benzoquinones.This work was supported by a grant from the National Research Foundation of Korea (NRF), funded by the Korean Government, through the Center for New Directions in Organic Synthesis (NRF-2014R1A5A1011165)