Well-Defined NNS-Mn Complex Catalyzed Selective Synthesis of C-3 Alkylated Indoles and Bisindolylmethanes Using Alcohols
Avijit Mondal, Rahul Sharma, Bishal Dutta, Debjyoti Pal, Dipankar Srimani
Abstract
Herein, we demonstrated Mn-catalyzed selective C-3 functionalization of indoles with alcohols. The developed catalyst can also furnish bis(indolyl)methanes from the same set of substrates under slightly modified reaction conditions. Mechanistic studies reveal that the C-3 functionalization of indoles is going via a borrowing hydrogen pathway. To highlight the practical utility, a diverse range of substrates including nine structurally important drug molecules are synthesized. Furthermore, we also introduced a one-pot cascade strategy for synthesizing C-3 functionalized indoles directly from 2-aminophenyl ethanol and alcohol.
Topics & Concepts
CatalysisSurface modificationAlcoholAlkylationChemistryCombinatorial chemistryMoleculeEthanolOrganic chemistryPhysical chemistrySynthesis of Indole DerivativesChemical Synthesis and ReactionsCatalytic C–H Functionalization Methods