title: Tandem Dehydrogenation/Oxidation/Oxidative Cyclization Approach to Wrightiadione and Its Derivatives.
abstract: Wrightiadione contains a unique tetracyclic isoflavone moiety and has been shown to exhibit a broad range of biological activities. An efficient and straightforward synthetic method for generating the molecular complexity of wrightiadione was developed through three-step tandem dehydrogenation/oxidation/oxidative cyclization reactions with a Pd/Cu catalytic system. This unprecedented one-pot route utilizes a broad range of substrates, providing a convenient and powerful synthetic tool for accessing naturally occurring tetracyclic isoflavone wrightiadione and its nitrogen-containing derivatives.
authors.affiliation: †Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.|‡Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.
authors.forename: Yujeong
authors.initials: Y
authors.lastname: Jeong
authors.affiliation: †Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.|‡Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.
authors.forename: Youngtaek
authors.initials: Y
authors.lastname: Moon
authors.affiliation: †Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.|‡Center for Catalytic Hydrocarbon Functionalizations, Institute for Basic Science (IBS), Daejeon 305-701, Korea.
authors.forename: Sungwoo
authors.initials: S
authors.lastname: Hong
mesh_terms: D029062:Apocynaceae / Q000737:chemistry*; D002384:Catalysis; D003500:Cyclization; D007529:Isoflavones / Q000138:chemical synthesis* / Q000737:chemistry; D015394:Molecular Structure; D009584:Nitrogen / Q000737:chemistry; D010084:Oxidation-Reduction; D024301:Plant Bark / Q000737:chemistry; D013785:Thailand
chemical_list: D007529:Isoflavones; C000602495:wrightiadione; D009584:Nitrogen