Diversity-Oriented Synthesis of Flavones and Isoflavones via Palladium/Norbornene Cooperative Catalysis
作者机构:Institute for Advanced StudiesWuhan UniversityWuhanHubei 430072ChinaSauvage Center for Molecular SciencesCollege of Chemistry and Molecular Sciences at Wuhan UniversityWuhanHubei 430072China Institute for Advanced StudiesWuhan UniversityWuhanHubei 430072China
出 版 物:《Chinese Journal of Chemistry》 (中国化学(英文版))
年 卷 期:2022年第40卷第6期
页 面:675-680页
核心收录:
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。
主 题:Diversity-oriented synthesis Oxygen heterocycle Palladium Norbornene C-H activation
摘 要: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.