Tandem Dehydrogenation/Oxidation/Oxidative Cyclization Approach to Wrightiadione and Its Derivatives
Yujeong Jeong1,2, Youngtaek Moon1,2, Sungwoo Hong1,2
1†Department of Chemistry, Korea Advanced Institute of Science and Technology (KAIST), Daejeon 305-701, Korea.
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.
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