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Triflic Anhydride (Tf2o): An Efficient Catalyst for Electrophilic Activation of Amides Publisher



Tashrifi Z1 ; Mohammadikhanaposhtani M2 ; Larijani B1 ; Mahdavi M1
Authors
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Authors Affiliations
  1. 1. Endocrinology and Metabolism Research Center, Endocrinology and Metabolism Clinical Sciences Institute, Tehran University of Medical Sciences, Tehran, Iran
  2. 2. Faculty of Fouman, College of Engineering, University of Tehran, Fouman, Iran

Source: ChemistrySelect Published:2021


Abstract

Tf2O (trifluoromethanesulfonic anhydride) as an electrophilic reagent has been increasingly attracting the attention of researchers over the last decade due to its capability in synthesizing a variety of N-heterocycles through activation of amides. This activation is associated with the formation of intermediates such as enolonium, imino/iminium, nitrilium and keteniminium triflate ions and isocyanate species which can lead to the synthesis of different types of N-heterocycles depending on the nature of the intermediates. In this review, we have summarized and classified the latest research in this area (from 2012 on) based on the type of intermediates produced from the triflic anhydride-catalyzed activation of amides. The findings are classified into five main categories, namely enolonium, imino/iminium, nitrilium and keteniminium intermediates ions and isocyanate species. © 2021 Wiley-VCH GmbH