Contemporary approaches for amide bond formation

P Acosta‐Guzmán, A Ojeda‐Porras… - Advanced Synthesis …, 2023 - Wiley Online Library
Amide bond construction has garnered significant interest in recent decades due to amides
being one of the most prevalent functional groups among bioactive molecules. Out of the …

Beckmann rearrangement catalysis: A review of recent advances

K Kaur, S Srivastava - New Journal of Chemistry, 2020 - pubs.rsc.org
The Beckmann rearrangement, named after the German chemist Ernst Otto Beckmann
(1853–1923), is an acid catalyzed rearrangement of an oxime to an amide. The Beckmann …

Scope and mechanism of a true organocatalytic Beckmann rearrangement with a boronic acid/perfluoropinacol system under ambient conditions

X Mo, TDR Morgan, HT Ang… - Journal of the American …, 2018 - ACS Publications
Catalytic activation of hydroxyl functionalities is of great interest for the production of
pharmaceuticals and commodity chemicals. Here, 2-alkoxycarbonyl-and 2-phenoxycarbonyl …

The mechanochemical Beckmann rearrangement: An eco-efficient “cut-and-paste” strategy to design the “good old amide bond”

R Mocci, E Colacino, LD Luca, C Fattuoni… - ACS Sustainable …, 2021 - ACS Publications
Discovered over a century ago, Beckmann rearrangement is still today fully compliant with
all the green chemistry principles and consistent with the key aspects of sustainable …

Anion‐Binding Catalysis by Electron‐Deficient Pyridinium Cations

A Berkessel, S Das, D Pekel… - Angewandte Chemie …, 2014 - Wiley Online Library
A new activation principle in organocatalysis is presented: halide binding through
Coulombic interactions. This mode of catalysis was realized by using 3, 5‐di (carbomethoxy) …

Promotion of Organic Reactions by Non‐Benzenoid Carbocyclic Aromatic Ions

DJM Lyons, RD Crocker, M Blümel… - Angewandte Chemie …, 2017 - Wiley Online Library
The first three primary members of the non‐benzenoid carbocyclic aromatic ion family,
namely cyclopropenium, cyclopentadienide, and cycloheptatrienium (tropylium) ions, have …

Radical Beckmann rearrangement and its application in the formal total synthesis of antimalarial natural product isocryptolepine via C–H activation

PS Mahajan, VT Humne, SD Tanpure… - Organic letters, 2016 - ACS Publications
The Beckmann rearrangement of ketoximes, mediated by ammonium persulfate-dimethyl
sulfoxide as a reagent, has been achieved under neutral conditions. Based on the radical …

Dichloroimidazolidinedione-activated beckmann rearrangement of ketoximes for accessing amides and lactams

Y Gao, J Liu, Z Li, T Guo, S Xu, H Zhu… - The Journal of …, 2018 - ACS Publications
A novel protocol for the activation of the Beckmann rearrangement utilizing the readily
available and economical geminal dichloroimidazolidinediones (DCIDs) on a …

Mild, calcium catalysed Beckmann rearrangements

HJ Kiely-Collins, I Sechi, PE Brennan… - Chemical …, 2018 - pubs.rsc.org
A mild calcium catalysed Beckmann rearrangement has been realised, which forgoes the
more traditional harsh reactions conditions associated with the transformation. The catalyst …

Recent advances in the organocatalytic applications of cyclopropene-and cyclopropenium-based small molecules

PK Ranga, F Ahmad, G Singh, A Tyagi… - Organic & Biomolecular …, 2021 - pubs.rsc.org
The development of novel small molecule-based catalysts for organic transformations has
increased noticeably in the last two decades. A very recent addition to this particular …