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  • Tandem processes identified from reaction screening: nucleophilic addition to aryl N-phosphinylimines employing La(III)-TFAA activation.

Tandem processes identified from reaction screening: nucleophilic addition to aryl N-phosphinylimines employing La(III)-TFAA activation.

Journal of the American Chemical Society (2010-04-17)
Hidenori Kinoshita, Oscar J Ingham, Winnie W Ong, Aaron B Beeler, John A Porco
ABSTRACT

Reaction screening of nucleophilic reaction partners for addition to N-diphenylphosphinylimines employing lanthanum(III) triflate as a catalyst and trifluoroacetic anhydride (TFAA) as an activator is reported. A number of tandem processes leading to novel chemotypes including aza-Prins/intramolecular Friedel-Crafts annulations have been identified, and both reaction scope and mechanism further investigated.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Trifluoroacetic anhydride, ReagentPlus®, ≥99%
Supelco
Trifluoroacetic anhydride, for GC derivatization, LiChropur, ≥99.0% (GC)