Access to indolines from primary phenylethylamines by an unexpected palladium-catalyzed C-H functionalization process

RSC Adv. 2019 Aug 29;9(47):27176-27182. doi: 10.1039/c9ra05670j.

Abstract

A new method for the preparation of 2,2-disubstituted indolines from 2-phenylethylamines was developed under Pd catalysis and PhI(OAc)2 as oxidant. Imines derived from 2-pyridinecarboxaldehyde were formed in situ to direct a C-H activation process. The resulting imines were also oxidized to the corresponding amides in the same Pd-catalyzed process to obtain the final indoline as a picolinamide.