4.8 Article

Tandem Processes Identified from Reaction Screening: Nucleophilic Addition to Aryl N-Phosphinylimines Employing La(III)-TFAA Activation

Journal

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY
Volume 132, Issue 18, Pages 6412-6418

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ja100346w

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Funding

  1. NIGMS [P50 GM067041]
  2. NSF [CHE-0619339, CHE-0443618]

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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.

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