Synthesis of Chiral (hydro)Indoloquinazolinones via Enantioselective Copper-Catalyzed Borylative Cyclization

An asymmetric copper-catalyzed borylative addition protocol enabling the synthesis of a series of chiral (hydro)indoloquinazoline heterocycles with high enantioselectivity (up to 98% ee) and moderate diastereoselectivity is reported here. This catalytic reaction successfully constructs a C2-quaternary stereogenic center within the (hydro)indoloquinazoline framework by employing commercially available diphosphine ligand Xyl-PPhos under mild conditions. The successful scale-up experiments and derivatization studies further demonstrate excellent chiral retention ability.