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Practical synthesis of 3-aryl anthranils <i>via</i> an electrophilic aromatic substitution strategy

Yang Gao, Simin Yang, Minwei She, Jianhong Nie, Yanping Huo, Qian Chen, Xianwei Li, Xiao‐Qiang Hu

2022Chemical Science21 citationsDOIOpen Access PDF

Abstract

O as an effective activator. A wide range of arenes were compatible in this transformation, delivering various structurally diversified 3-aryl anthranils in good yields and high regioselectivity. In addition, a variety of readily available feedstocks such as olefins, alkenyl triflates, silyl enolethers, carbonyl compounds, thiophenols and thiols could also participate in the reaction to achieve the C3 alkenylation, alkylation and thioetherification of anthranils. Of note, the synthesized 3-aryl anthranils proved to be a highly robust platform to access a series of biologically active compounds, drug derivatives and organic optoelectronic materials.

Topics & Concepts

ArylSubstitution (logic)Electrophilic aromatic substitutionElectrophileElectrophilic substitutionSubstitution reactionChemistryCombinatorial chemistryElectrophilic additionStereochemistryMedicinal chemistryOrganic chemistryComputer scienceCatalysisAlkylProgramming languageCatalytic C–H Functionalization MethodsRadical Photochemical ReactionsAxial and Atropisomeric Chirality Synthesis
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