Journal of Organic Chemistry
Journal of Organic Chemistry
5 years ago

Synthesis of Pyridobenzazepines Using a One-Pot Rh/Pd-Catalyzed Process

Synthesis of Pyridobenzazepines Using a One-Pot Rh/Pd-Catalyzed Process
Jennifer Tsoung, Heather Lam, Mark Lautens
In recent years, our group has been developing multicatalytic reactions for the synthesis of biologically relevant heterocyclic compounds. An efficient dual-metal catalyzed reaction of electron-deficient o-chlorovinylpyridines with o-aminophenylboronic esters to access pyridobenzazepines is described. Combining a RhI-catalyzed arylation followed by a Pd0-catalyzed C–N coupling, in a one-pot procedure, provides a simplified method to access heterocycles without workup and purification after each step. The substrate scope encompasses a variety of N-H and N-alkylated pyridobenzazepine variants with yields up to 93%.

Publisher URL: http://dx.doi.org/10.1021/acs.joc.7b00568

DOI: 10.1021/acs.joc.7b00568

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