Flavones and isoflavones are recognized as privileged heterocyclic scaffolds for the preparation of bioactive compounds.Efficient methods to access these heterocycles are in urgent need.Herein,we report diversity-orie...Flavones and isoflavones are recognized as privileged heterocyclic scaffolds for the preparation of bioactive compounds.Efficient methods to access these heterocycles are in urgent need.Herein,we report diversity-oriented synthesis of flavones and isoflavones from 3-iodochromones via palladium/norbornene cooperative catalysis.The success of this research relies on the use of a unique bridge-head ester modified norbornene derivative as the mediator.Salient features of this include readily available starting materi-als regarding 3-iodochromones,ortho-C-H arylating and alkylating reagents and ipso-terminating reagents,broad substrate scope,good chemoselectivity,good step-economy and scalability.A large number of structurally diversified flavones,isoflavones and 2,3-diarylated chromones can be quickly prepared in a predictable manner.As showcased by the efficient formal synthesis of um-bralisib,this chemistry can be treated as another valuable addition to the toolbox of medicinal chemists.展开更多
基金Weare grateful to the National Natural Science Foundation of China(Grants 21871213,21801193 and 22071189)the start-up funding from Wuhan University for financial support。
文摘Flavones and isoflavones are recognized as privileged heterocyclic scaffolds for the preparation of bioactive compounds.Efficient methods to access these heterocycles are in urgent need.Herein,we report diversity-oriented synthesis of flavones and isoflavones from 3-iodochromones via palladium/norbornene cooperative catalysis.The success of this research relies on the use of a unique bridge-head ester modified norbornene derivative as the mediator.Salient features of this include readily available starting materi-als regarding 3-iodochromones,ortho-C-H arylating and alkylating reagents and ipso-terminating reagents,broad substrate scope,good chemoselectivity,good step-economy and scalability.A large number of structurally diversified flavones,isoflavones and 2,3-diarylated chromones can be quickly prepared in a predictable manner.As showcased by the efficient formal synthesis of um-bralisib,this chemistry can be treated as another valuable addition to the toolbox of medicinal chemists.
