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One-pot synthesis of indoles and quinolinones from <i>ortho</i>-tosylaminophenyl-substituted <i>para</i>-quinone methides

Junwei Wang, Xiang Pan, Quanjin Rong, Lei Zhao, Lin Zhao, Wei‐Chen Dai, Kun Zhao, Lihong Hu

2020RSC Advances15 citationsDOIOpen Access PDF

Abstract

-quinone methides followed by an intramolecular 1,6-conjugate addition and oxidation sequence. This cascade reaction occurs readily in good yield (up to 95%), providing a divergent synthetic approach to structurally diverse 2,3-disubstituted indoles and 3,4-diaryl-substituted quinolinones.

Topics & Concepts

QuinoneAlkylationIntramolecular forceAcylationChemistryConjugateSequence (biology)Combinatorial chemistryOrganic chemistryMedicinal chemistryCatalysisMathematicsMathematical analysisBiochemistrySynthesis of Indole DerivativesBioactive Compounds and Antitumor AgentsAxial and Atropisomeric Chirality Synthesis