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

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.

SUBMITTER: Mancinelli A

PROVIDER: S-EPMC9070636 | biostudies-literature | 2019 Aug

REPOSITORIES: biostudies-literature

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

Mancinelli Andrea A Albert Joan J Ariza Xavier X Barrios Leoní A LA Garcia Jordi J Gómez Roberto R Granell Jaume J

RSC advances 20190829 47

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. ...[more]

PMID: 35529191

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