Tandem processes identified from reaction screening: nucleophilic addition to aryl N-phosphinylimines employing La(III)-TFAA activation.
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.
Kinoshita
Hidenori
H
Department of Chemistry and Center for Chemical Methodology and Library Development (CMLD-BU), Boston University, Boston, Massachusetts 02215, USA.
Ingham
Oscar J
OJ
Ong
Winnie W
WW
Beeler
Aaron B
AB
Porco
John A
JA
D000089:Acetic Anhydrides; D002384:Catalysis; D005463:Fluoroacetates; D007097:Imines / Q000737:chemistry*; D007811:Lanthanum / Q000737:chemistry*; D008958:Models, Molecular; D008968:Molecular Conformation; D010720:Phosphines / Q000737:chemistry*; D011789:Quantum Theory; D014269:Trifluoroacetic Acid / Q000737:chemistry
D000089:Acetic Anhydrides; D005463:Fluoroacetates; D007097:Imines; D010720:Phosphines; C017958:trifluoroacetic anhydride; D007811:Lanthanum; D014269:Trifluoroacetic Acid
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