The Lossen rearrangement from free hydroxamic acids
Literature Information
Mikaël Thomas, Jérôme Alsarraf, Nahla Araji, Isabelle Tranoy-Opalinski, Brigitte Renoux, Sébastien Papot
The Lossen rearrangement, that allows the conversion of hydroxamic acids into isocyanates, was discovered almost 150 years ago. For more than a century, this transformation was supposed to occur exclusively in the presence of stoichiometric amounts of activating reagents devoted to promoting the dehydration of primary hydroxamic acids. Very recently, it was demonstrated that the Lossen rearrangement can take place directly from free hydroxamic acids offering a renewal of interest for such a reaction. This short review summarizes advances in this field by describing successively the metal-assisted, the self-propagative and the promoted self-propagative Lossen rearrangement with a special emphasis on their mechanisms.
Related Literature
Hydration capabilities and structures of carbonyl and ether groups in poly(3-(2-methoxyethyl)-N-vinyl-2-pyrrolidone) film
Hengjie Lai, Peiyi Wu
DOI: 10.1039/C3PY00239J
Continuous production of iron oxide nanoparticles via fast and economical high temperature synthesis
Maximilian O. Besenhard, Alec P. LaGrow, Simone Famiani, Martina Pucciarelli, Paola Lettieri, Asterios Gavriilidis
DOI: 10.1039/D0RE00078G
A one component methodology for the fabrication of honeycomb films from biocompatible amphiphilic block copolymer hybrids: a linear–dendritic–linear twist
Marie V. Walter, Pontus Lundberg, Daniel Hult, Anders Hult, Michael Malkoch
DOI: 10.1039/C3PY00053B
Synthesis, photophysical and photovoltaic properties of a new class of two-dimensional conjugated polymers containing donor–acceptor chromophores as pendant groups
Yu-Ying Lai, Yen-Ju Cheng, Chiu-Hsiang Chen, Sheng-Wen Cheng, Fong-Yi Cao, Chain-Shu Hsu
DOI: 10.1039/C3PY00168G
Polymerization behaviors and polymer branching structures in ATRP of monovinyl and divinyl monomers
Hongjun Yang, Xiaoqiang Xue, Bibiao Jiang, Jianhai Chen, Yang Yang, Hongting Pu, Yun Liu, Dongliang Zhang, Lizhi Kong, Guangqun Zhai
DOI: 10.1039/C3PY00338H
New insights into radical and cationic polymerizations upon visible light exposure: role of novel photoinitiator systems based on the pyrene chromophore
Mohamad-Ali Tehfe, Frédéric Dumur, Emmanuel Contal, Bernadette Graff, Fabrice Morlet-Savary, Didier Gigmes, Jean-Pierre Fouassier, Jacques Lalevée
DOI: 10.1039/C2PY20950K
Benzotrithiophene and benzodithiophene-based polymers for efficient polymer solar cells with high open-circuit voltage
Guobing Zhang, Jianyu Yuan, Jingxuan Ma, Hongbo Lu, Longzhen Qiu, Wanli Ma
DOI: 10.1039/C3PY00251A
Chemical modification of graphene with a thermotropic liquid crystalline polymer and its reinforcement effect in the polymer matrix
Ying Jing, Hui Tang, Guijun Yu, Peiyi Wu
DOI: 10.1039/C3PY00126A
You might also like
What is 1-(2,4,6-Trifluorophenyl)ethanol (CAS: 1250113-83-7)?
1-(2,4,6-Trifluorophenyl)ethanol is an organic compound with the CAS number 1250...
Is 1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) safe?
1-(2,4-Dimethoxybenzyl)-4-(hydroxymethyl)-2-pyrrolidinone (CAS: 919111-34-5) is ...
What are the physical and chemical properties of (7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one (CAS: 51419-51-3)?
(7S,15R)-6β,15-Diacetoxy-7α,20-epoxy-7-hydroxykaura-2,16-dien-1-one is a crystal...
What regulatory guidelines apply to rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3618-04-0)?
The compound rac-ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate, trans (CAS: 3...
What is the market or research trend for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3)?
The market for 2-(2,4-Difluorophenoxy)-3-nitropyridine (CAS: 175135-62-3) is cur...
What are the main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9)?
The main uses of 6-Diazo-5-oxo-L-norleucine (CAS: 157-03-9) include research in ...
What precautions should be taken when handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5)?
When handling 2-Aminoethyl-mono-amide-DOTA-tris(tBu ester) (CAS: 173308-19-5), i...
How is 5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) typically synthesized?
5-Methylimidazo[1,2-a]pyridine-3-carbaldehyde (CAS: 178488-37-4) can be synthesi...
Are there alternatives to 2,4,6-Trihydroxyisophthalaldehyde (CAS: 4396-13-8) in synthesis?
There are alternative reagents that can be used in the synthesis of 2,4,6-Trihyd...
What is (2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid (CAS: 179461-52-0)?
(2Z)-3-(5-Fluoro-1H-indol-3-yl)-2-sulfanylacrylic acid is a chemical compound wi...
Source Journal
Organic & Biomolecular Chemistry

Organic & Biomolecular Chemistry (OBC) publishes original and high impact research and reviews in organic chemistry. We welcome research that shows new or significantly improved protocols or methodologies in total synthesis, synthetic methodology or physical and theoretical organic chemistry as well as research that shows a significant advance in the organic chemistry or molecular design aspects of chemical biology, catalysis, supramolecular and macromolecular chemistry, theoretical chemistry, mechanism-oriented physical organic chemistry, medicinal chemistry or natural products. Articles published in the journal should report new work which makes a highly-significant impact in the field. Routine and incremental work is generally not suitable for publication in the journal. More details about key areas of our scope are below. In all cases authors should include in their article clear rationale for why their research has been carried out.












![5-Bromo-1H-pyrrolo[2,3-b]pyridine structure 5-Bromo-1H-pyrrolo[2,3-b]pyridine structure](https://static.chemtradehub.com/structs/183/183208-35-7-2d72.webp)
