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Highly Stereoselective Synthesis of Imine‐Containing Dibenzo[<i>b</i>,<i>d</i>]azepines by a Palladium(II)‐Catalyzed [5+2] Oxidative Annulation of <i>o</i>‐Arylanilines with Alkynes
31
Citations
55
References
2015
Year
Chemical EngineeringCross-coupling ReactionEngineeringBiaryl LinkageNatural SciencesDiversity-oriented SynthesisNovel PalladiumOrganic ChemistryOrganometallic CatalysisCatalysisStereoselective SynthesisChemistryHeterocycle ChemistryAsymmetric CatalysisSynthetic ChemistryStereogenic Elements
Abstract A novel palladium(II)‐catalyzed [5+2] oxidative annulation of readily available o ‐arylanilines with alkynes has been developed for building a seven‐membered N‐heterocyclic architecture containing a biaryl linkage. This method is applicable to a wide range of unprotected o ‐arylanilines and internal alkynes, and results in the chemoselective preparation of imine‐containing dibenzo[ b , d ]azepines in high yields with excellent diastereoselectivity with respect to the two types of stereogenic elements.
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