Publication | Closed Access
Rhodium(III)‐Catalyzed Annulation of 2‐Alkenyl Anilides with Alkynes through C−H Activation: Direct Access to 2‐Substituted Indolines
19
Citations
49
References
2018
Year
Chemical EngineeringCross-coupling ReactionEngineeringAlkene MetathesisC−h ActivationRh IiiOrganic ChemistryOrganometallic CatalysisCatalysisChemistryUnusual Rhodium MigrationDirect AccessSynthetic ChemistryUnusual AnnulationBiomolecular Engineering
Abstract A Rh III complex featuring an electron‐deficient η 5 ‐cyclopentadienyl ligand catalyzed an unusual annulation between alkynes and 2‐alkenyl anilides to form synthetically appealing 2‐substituted indolines. Formally, the process can be viewed as an allylic amination with concomitant hydrocarbonation of the alkyne. Mechanistic experiments indicate that this transformation involves an unusual rhodium migration with a concomitant 1,5‐H shift.
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