Catalytic Atroposelective C7 Functionalisation of Indolines and Indoles

Abstract

Axially-chiral atropisomeric compounds are widely applied in asymmetric catalysis and medicinal chemistry. In particular, axially chiral indole- and indoline-based frameworks have been recognised as important heterobiaryl classes because they are the core units of bioactive natural alkaloids, chiral ligands and bioactive compounds. Among them, the synthesis of C7-substituted indole biaryls and the analogous indoline derivatives is particularly challenging, and methods for their efficient synthesis are in high demand. Transition-metal catalysis is considered one of the most efficient methods to construct atropisomers. Here we report the enantioselective synthesis of C7-indolino- and C7-indolo biaryl atropisomers by means of C–H functionalisation catalysed by chiral RhJasCp complexes.