Iridium‐Catalyzed Branch‐Selective and Enantioselective C2‐Alkylation of <i>N</i>‐Benzimidazolyl Indoles
Kentaro Yamakawa, Takahiro Nishimura
Abstract
Abstract Iridium‐catalyzed enantioselective C2‐alkylation of indole derivatives with terminal alkenes proceeded to give branched alkylation products with high enantioselectivity (39–99% yields, 20–91% ee). The reaction of indole derivatives having an N ‐substituted benzimidazolyl as a directing group gave the branch‐selective alkylated products. Styrene derivatives and allylsilanes were good substrates displaying high enantioselectivity. The directing group was readily removed in several ways.
Topics & Concepts
ChemistryAlkylationEnantioselective synthesisIridiumIndole testCatalysisOrganic chemistryStyreneMedicinal chemistryCopolymerPolymerCatalytic C–H Functionalization MethodsAsymmetric Hydrogenation and CatalysisCatalytic Cross-Coupling Reactions