This report describes the use of Pd(II)/bis-sulfoxide 1 catalyzed intra- and intermolecular allylic C-H amination reactions to rapidly diversify structures containing a sensitive β-lactam core similar to that found in the monobactam antibiotic Aztreonam. Pharmacologically interesting oxazolidinone, oxazinanone, and linear amine motifs are rapidly installed with predictable and high selectivities under conditions that use limiting amounts of substrate. Additionally, we demonstrate for the first time that intramolecular C-H amination processes may be accelerated using catalytic amounts of a Lewis acid co-catalyst [Cr(III)(salen)Cl 2].
This report describes the use of n class="Chemical">Pd(II)/bis-sulfoxide 1 catalyzed intra- and intermolecular allylic C-H amination reactions to rapidly diversify structures containing a sensitive β-lactam core similar to that found in the monobactam antibiotic Aztreonam. Pharmacologically interesting oxazolidinone, oxazinanone, and linear amine motifs are rapidly installed with predictable and high selectivities under conditions that use limiting amounts of substrate. Additionally, we demonstrate for the first time that intramolecular C-H amination processes may be accelerated using catalytic amounts of a Lewis acid co-catalyst [Cr(III)(salen)Cl 2].
Authors: A R A S Deshmukh; B M Bhawal; D Krishnaswamy; Vidyesh V Govande; Bidhan A Shinkre; A Jayanthi Journal: Curr Med Chem Date: 2004-07 Impact factor: 4.530
Authors: Rulin Ma; Jonathon Young; Rossella Promontorio; Friederike M Dannheim; Christopher C Pattillo; M Christina White Journal: J Am Chem Soc Date: 2019-06-05 Impact factor: 15.419