Related Experiment Video
Updated: Feb 11, 2026

Qualitative Identification of Carboxylic Acids, Boronic Acids, and Amines Using Cruciform Fluorophores
Published on: August 19, 2013
Tf2O-Promoted Intramolecular Schmidt Reaction of the ω-Azido Carboxylic Acids
Xue-Juan Wang1, Yan Su1, Rui Li1
1College of Chemistry & Chemical Engineering, Ningxia Engineering and Research Center for Natural Medicines , Ningxia University , Yinchuan 750021 , China.
Abstract:
A designed Tf2O-promoted intramolecular Schmidt reaction of 2-substituted ω-azido carboxylic acids was demonstrated. Tf2O was used as an activation reagent for the carboxylic acid, and ω-azido anhydride was in situ generated, releasing a molecular TfOH, which acted as an acid promoter for the Schmidt process. A series of 2-substituted pyrrolidines was produced and acetylated for better purification. The strategy was also efficient for conversion of a 4-substituted ω-azido carboxylic acid to the tricyclic lactam.
More Related Videos
14:11Synthesis of pH Dependent Pyrazole, Imidazole, and Isoindolone Dipyrrinone Fluorophores using a Claisen-Schmidt Condensation Approach
Published on: June 10, 2021
07:25Green and Low-cost Production of Thermally Stable and Carboxylated Cellulose Nanocrystals and Nanofibrils Using Highly Recyclable Dicarboxylic Acids
Published on: January 9, 2017
Related Concept Videos
Reactions of Carboxylic Acids: Introduction
Intramolecular Aldol Reaction
Acidity of Carboxylic Acids
α-Bromination of Carboxylic Acids: Hell–Volhard–Zelinski Reaction
Intermolecular vs Intramolecular Forces
Carboxylic Acids to Acid Chlorides