Amide activation: an emerging tool for chemoselective synthesis

D Kaiser, A Bauer, M Lemmerer… - Chemical Society Reviews, 2018 - pubs.rsc.org
It is textbook knowledge that carboxamides benefit from increased stabilisation of the
electrophilic carbonyl carbon when compared to other carbonyl and carboxyl derivatives …

Synthesis of Pyridine and Dihydropyridine Derivatives by Regio- and Stereoselective Addition to N-Activated Pyridines

JA Bull, JJ Mousseau, G Pelletier, AB Charette - chemical reviews, 2012 - ACS Publications
Pyridines are among the most prevalent heterocyclic structural units in pharmaceutical and
agrochemical targets, as well as in materials science (Figure 1). 1 Pyridines also provide …

Direct synthesis of enamides via electrophilic activation of amides

P Spieß, M Berger, D Kaiser… - Journal of the American …, 2021 - ACS Publications
A novel, one-step N-dehydrogenation of amides to enamides is reported. This reaction
employs the unlikely combination of LiHMDS and triflic anhydride, which serves as both the …

Radical C− C bond formation using sulfonium salts and light

Á Péter, GJP Perry, DJ Procter - Advanced Synthesis & …, 2020 - Wiley Online Library
Sulfonium salts are playing an increasingly significant role in contemporary organic
synthesis. In particular, the generation of radicals from sulfonium salts is a fundamental …

Increasing the reactivity of amides towards organometallic reagents: an overview

V Pace, W Holzer, B Olofsson - Advanced Synthesis & Catalysis, 2014 - Wiley Online Library
The nucleophilic addition of carbon nucleophiles to amides has traditionally been a difficult
task, both due to reactivity and selectivity problems. When successful, these processes …

Site‐Selective Late‐Stage Aromatic [18F]Fluorination via Aryl Sulfonium Salts

P Xu, D Zhao, F Berger, A Hamad… - Angewandte …, 2020 - Wiley Online Library
Site‐selective functionalization of C− H bonds in small complex molecules is a long‐
standing challenge in organic chemistry. Herein, we report a broadly applicable and site …

Making the least reactive electrophile the first in class: domino electrophilic activation of amides

D Kaiser, N Maulide - The Journal of Organic Chemistry, 2016 - ACS Publications
The electrophilic activation of amides, especially by the action of trifluoromethanesulfonic
(triflic) anhydride, enables the formation of highly electrophilic and reactive intermediates …

Recent applications of trifluoromethanesulfonic anhydride in organic synthesis

Q Qin, Z Cheng, N Jiao - Angewandte Chemie, 2023 - Wiley Online Library
Trifluoromethanesulfonic anhydride has been widely used in synthetic organic chemistry,
not only for the conversion of various oxygen‐containing compounds to the triflates, but also …

Direct transformation of secondary amides into secondary amines: triflic anhydride activated reductive alkylation

KJ Xiao, AE Wang, PQ Huang - Angewandte Chemie, 2012 - Wiley Online Library
Amines are an important class of compounds that constitute the major body of bioactive
natural products (alkaloids) and pharmaceuticals.[1] Amides are a class of easily available …

Magnetite-supported sulfonic acid: a retrievable nanocatalyst for the Ritter reaction and multicomponent reactions

MB Gawande, AK Rathi, ID Nogueira, RS Varma… - Green chemistry, 2013 - pubs.rsc.org
Magnetite-sulfonic acid (Nanocat-Fe-OSO3H), prepared by the wet-impregnation method,
serves as a magnetically retrievable sustainable catalyst for the Ritter and multicomponent …