Regioselective and Diastereoselective Dearomative Multifunctionalization of In-Situ-Activated Azaarenes: An Access to Bridged Azaheterocycles
Xuguan Bai, Hong-Jie Miao, Yang Zhao, Qilin Wang, Zhanwei Bu
Abstract
Reported herein is an unprecedented multicomponent one-pot dearomative multifunctionalization of commercially available azaarenes through an in situ activation strategy, which not only achieved the first full exploitation of the reactive sites of the azaarenes, but also accomplished the efficient synthesis of bridged hydrogenated pyridines and (iso)quinolines in a highly regioselective and diastereoselective manner. In addition, we could successfully realize the step-controlled dearomative trifunctionalization and bifunctionalization of quinolines.
Topics & Concepts
RegioselectivityChemistryCombinatorial chemistryIn situOrganic chemistryCatalysisCatalytic C–H Functionalization MethodsAdvanced Synthetic Organic ChemistryAsymmetric Synthesis and Catalysis