Synthesis of Polycyclic Cyclohexadienone through Alkoxy-Oxylactonization and Dearomatization of 3′-Hydroxy-[1,1′-biphenyl]-2-carboxylic Acids Promoted by Hypervalent Iodine
Qingfu Deng, Wen Xia, Muhammad Ijaz Hussain, Xiaohui Zhang, Wen Hu, Yan Xiong
Abstract
Alkox-oxylactonization and dearomatization of 3′-hydroxy-[1,1′-biphenyl]-2-carboxylic acid simultaneously promoted by hypervalent iodine have been developed using stoichiometric PhI(OAc)2 or a catalytic amount of chiral aryl-λ3-iodane generated in situ. This reaction provides a concise method to synthesize diverse polycyclic cyclohexadienones as potential inhibitors of DNA polymerase under mild reaction conditions.
Topics & Concepts
Hypervalent moleculeBiphenylIodineChemistryArylAlkoxy groupCatalysisCombinatorial chemistryOrganic chemistryMedicinal chemistryAlkylOxidative Organic Chemistry ReactionsMarine Sponges and Natural ProductsSynthetic Organic Chemistry Methods