Triflic Anhydride Mediated Synthesis of Weinreb Amides Derived from Nα-Protected Amino Acids

DOI: 10.22607/IJACS.2023.1104004

Research Article

ABSTRACT

A facile, one-pot synthesis of aryl/Nα-protected aminoalkyl Weinreb amides from their corresponding carboxylic acid mediated by triflic anhydride (Tf2O) in the presence of Et3N has been described. Tf2O is utilized for the activation of carboxylic acid, followed by the reaction with N,O-dimethylhydroxylamine in CH₂Cl₂ to obtain the desired Weinreb amide in good yields. All the amides made were characterized by ¹H NMR, ¹³C NMR, and HRMS.

Key words: Weinreb amides, N,O-dimethylhydroxylamine, Nα-Fmoc/Boc/Cbz-amino acid, Triflic anhydride

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Indian Journal of Advances in Chemical Science,

Volume: 11, Issue : 4, December 2023

ISSN No.: 2320-0898 (Print); 2320-0928 (Electronic)