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Tandem Phospha‐Michael Addition/<i>N</i>‐Acylation/ Intramolecular Wittig Reaction of aza‐<i>o</i>‐Quinone Methides: Approaches to 2,3‐Disubstituted Indoles

Ting‐Bi Hua, Fei Chao, Long Wang, Chen‐Yang Yan, Cong Xiao, Qing‐Qing Yang, Wen‐Jing Xiao

2020Advanced Synthesis & Catalysis27 citationsDOI

Abstract

Abstract A tandem phospha‐Michael addition/ N ‐acylation/intramolecular Wittig reaction of in situ formed aza‐ o ‐QMs is disclosed. This approach features high functional group tolerance and provides a convenient and practical access to biologically significant indole derivatives (37 examples, up to 91% yield) under mild reaction conditions. magnified image

Topics & Concepts

ChemistryWittig reactionIntramolecular forceTandemMichael reactionAcylationIndole testYield (engineering)Functional groupCascade reactionCombinatorial chemistryOrganic chemistryStereochemistryCatalysisComposite materialPolymerMaterials scienceMetallurgySynthesis of Indole DerivativesCarbohydrate Chemistry and SynthesisChemical Synthesis and Reactions