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

RSC Advances Pub Date: 2019-08-29 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.

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