Iodine promoted dual oxidative C(sp³)–H amination of 2-methyl-3-arylquinazolin-4(3H)-ones: a facile route to 1,4-diarylimidazo[1,5-a]quinazolin-5(4H)-ones

Abstract

An iodine promoted tandem oxidative condensation of benzylamines and 2-methylquinazolin-4-(3H)-ones was developed to yield imidazo[1,5-a]quinazolin-5(4H)-ones via dual C(sp)-H amination under metal free conditions in a greener way using molecular oxygen as a terminal oxidant. This tandem transformation provides an efficient approach to construct various functionalized imidazo[1,5-a]quinazolin-5(4H)-ones in a straightforward manner via a sequential amination-oxidation-annulation-aromatisation.

Metal‐Free Synthesis of Furocoumarins: An Approach via Iodine‐Promoted One‐Pot Cyclization between 4‐Hydroxycoumarins and Acetophenones

“…Ghosh and Hajra obtained furocoumarins via a DABCO‐promoted cyclization transformation of 4‐hydroxycoumarins and nitrostyrenes . Iodine has recently emerged as a promising alternative for many transition metals due to its ability to promote a variety of organic transformations . In this communication, we would like to report a new iodine‐promoted one‐pot cyclization transformation between acetophenones and 4‐hydroxycoumarins to achieve corresponding furocoumarins.…”