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Palladium-catalyzed aerobic oxidative cyclization of N-aryl imines: indole synthesis from anilines and ketones

Wei, Y.; Deb, I.; Yoshikai, N.

Journal of the American Chemical Society 134(22): 9098-9101

2012


ISSN/ISBN: 1520-5126
PMID: 22612535
DOI: 10.1021/ja3030824
Accession: 054850058

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We report here an operationally simple, palladium-catalyzed cyclization reaction of N-aryl imines, affording indoles via the oxidative linkage of two C-H bonds under mild conditions using molecular oxygen as the sole oxidant. The process allows quick and atom-economical assembly of indole rings from inexpensive and readily available anilines and ketones and tolerates a broad range of functional groups.

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