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

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 CH activation process. The resulting imines were also oxidized to the corr...

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Veröffentlicht in:RSC advances 2019-08, Vol.9 (47), p.27176-27182
Hauptverfasser: Mancinelli, Andrea, Albert, Joan, Ariza, Xavier, Barrios, Leon A, Garcia, Jordi, Gmez, Roberto, Granell, Jaume
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Zusammenfassung: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 CH 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. 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.
ISSN:2046-2069
DOI:10.1039/c9ra05670j