Metal-free transfer hydrogenation/cycloaddition cascade of activated quinolines and isoquinolines with tosyl azides

The difficulty in isolating cyclic enamines emanating from their intrinsic instability has impeded their exploration in cycloaddition reactions. Here, we achieved a metal-free domino reaction providing quinoline and isoquinoline-derived cyclic amidines by the cycloaddition of azides with in situ generated enamines via dearomatization. The intrinsically unstable cyclic enamines impeded for exploration in cycloaddition reaction. Here, we accomplished a cascade reaction providing cyclic amidines by the cycloaddition of azides with in situ generated enamines.