Regioselective and Diastereoselective Dearomative Multifunctionalization of In-Situ-Activated Azaarenes: An Access to Bridged Azaheterocycles
journal contributionposted on 27.05.2020, 12:34 by Xu-Guan Bai, Hong-Jie Miao, Yang Zhao, Qi-Lin Wang, Zhan-Wei Bu
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.
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Regioselectivestep-controlled dearomative trifunctionalizationAccessactivation strategybifunctionalizationazaarenediastereoselective mannerregioselectiveBridged Azaheterocycles ReportedDiastereoselective Dearomative Multifunctionalizationsynthesismulticomponent one-pot dearomative multifunctionalizationIn-Situ-Activated Azaarenesreactive sitesexploitationisoquinolinebridged hydrogenated pyridines