title: Amine-free approach toward N-toluenesulfonyl amidine construction: a phosphite-mediated Beckmann-like coupling of oximes and p-toluenesulfonyl azide.
abstract: Atom hopping: A chlorophosphite-mediated Beckmann ligation of oximes and p-toluenesulfonyl azide gives access to N-sulfonyl phosphoramidines in good to excellent yields. The reaction proceeds under exceptionally mild conditions and constitutes a bioorthogonal approach toward amidines by avoiding the use of amines and transition-metal catalysts. dmp-ol=3,3-dimethylpropanediol.
authors.affiliation: Department of Chemistry and Biochemistry, University of Notre Dame, 251 Nieuwland Science Hall, Notre Dame, IN 46556 (USA).
authors.forename: Lauren M
authors.initials: LM
authors.lastname: Fleury
authors.forename: Erin E
authors.initials: EE
authors.lastname: Wilson
authors.forename: Monika
authors.initials: M
authors.lastname: Vogt
authors.forename: Tiffany J
authors.initials: TJ
authors.lastname: Fan
authors.forename: Allen G
authors.initials: AG
authors.lastname: Oliver
authors.forename: Brandon L
authors.initials: BL
authors.lastname: Ashfeld
keywords: Beckmann rearrangement; amidines; azides; oximes; rearrangement