Journal
ANGEWANDTE CHEMIE-INTERNATIONAL EDITION
Volume 59, Issue 41, Pages 18261-18266Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/anie.202007799
Keywords
C-H activation; collective synthesis; homogeneous catalysis; palladium; synthetic methods
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Funding
- NSFC [21871259, 21901244]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
- Hundred-Talent Program
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Tricyclic ring systems possessing a dibenzo structure joined to a seven-membered heterocyclic ring frequently show important biological activities. However, a modular approach to these molecules based on efficient intermolecular reaction of readily available chemicals is lacking. Herein, an unprecedented palladium-catalyzed formal [4+3] annulation for modular construction of these tricyclic systems is described. This reaction features easily accessible reactants (o-haloarylaldehydes andN-tosylhydrazones), broad substrate scope, and excellent functional group compatibility. The synthetic potential is demonstrated by the easy scale-up reactions, late-stage modification of complex molecules, and collective synthesis of bioactive molecules and approved drugs.
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