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 …

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 …

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 …

Dehydrative Beckmann rearrangement and the following cascade reactions

Y Wei, Y Liu, LG Xie - Chinese Chemical Letters, 2022 - Elsevier
The Beckmann rearrangement has been predominantly studied for the synthesis of amide
and lactam. By strategically using the in situ generated Appel's salt or Mitsunobu's …

Microdroplets as microreactors for fast synthesis of ketoximes and amides

W Zhang, S Yang, Q Lin, H Cheng… - The Journal of organic …, 2018 - ACS Publications
The formation of amide bonds is one of the most valuable transformations in organic
synthesis. Beckmann rearrangement is a well-known method for producing secondary …

Visible Light‐Promoted Beckmann Rearrangements: Separating Sequential Photochemical and Thermal Phenomena in a Continuous Flow Reactor

Y Chen, D Cantillo, CO Kappe - European Journal of Organic …, 2019 - Wiley Online Library
The Beckmann rearrangement of oximes to amides typically requires strong acids or highly
reactive, hazardous electrophiles and/or elevated temperatures to proceed. A very attractive …

Aerobic Reconstruction of Amines to Amides: AC–N/C–C Bond Cleavage Approach

Q Tao, Y Zheng, Q Li, Y Long, J Wang, Z Jin… - Organic …, 2024 - ACS Publications
Herein, an aerobic reconstruction of amines to amides via C (sp3)–N bond and C (sp2)–C
(sp3) bond cleavage is described. This method features a metal-free reaction, insensitivity to …