The Lossen rearrangement from free hydroxamic acids

M Thomas, J Alsarraf, N Araji… - Organic & …, 2019 - pubs.rsc.org
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 …

Pyridyl-Substituted Ureas and Carbamates: Synthesis and Application (A Review)

SO Baykova, SV Baykov, VP Boyarskiy - Russian Journal of General …, 2024 - Springer
The review is devoted to the methods of synthesis of pyridine-substituted ureas and
carbamates. The classical synthetic approaches to such compounds together with the …

Metal-Free Synthesis of Unsymmetrical Ureas and Carbamates from CO2 and Amines via Isocyanate Intermediates

Y Ren, SAL Rousseaux - The Journal of Organic Chemistry, 2018 - ACS Publications
A mild and metal-free synthesis of aryl isocyanates from arylamines under an atmosphere of
CO2 was developed. The carbamic acid intermediate, derived from the arylamine starting …

A base-mediated self-propagative Lossen rearrangement of hydroxamic acids for the efficient and facile synthesis of aromatic and aliphatic primary amines

N Ohtsuka, M Okuno, Y Hoshino… - Organic & Biomolecular …, 2016 - pubs.rsc.org
A variety of aromatic and aliphatic hydroxamic acids were converted to the corresponding
primary amines via base-mediated rearrangement. This rearrangement could proceed with …

Palladium-catalyzed relay hydroaminocarbonylation of alkenes with hydroxylamine hydrochloride as an ammonia equivalent

J Li, S Wang, S Zou, H Huang - Communications Chemistry, 2019 - nature.com
Amides are prevalent in pharmaceuticals, agrochemicals, and materials.
Hydroaminocarbonylation of alkenes has emerged as one of the most direct and rapid …

A common mechanism links activities of butyrate in the colon

MS Verma, MJ Fink, GL Salmon, N Fornelos… - ACS Chemical …, 2018 - ACS Publications
Two biological activities of butyrate in the colon (suppression of proliferation of colonic
epithelial stem cells and inflammation) correlate with inhibition of the activity of histone …

Consecutive Lossen rearrangement/transamidation reaction of hydroxamic acids under catalyst-and additive-free conditions

M Jia, H Zhang, Y Lin, D Chen, Y Chen… - Organic & Biomolecular …, 2018 - pubs.rsc.org
The Lossen rearrangement is a classic process for transforming activated hydroxamic acids
into isocyanate under basic or thermal conditions. In the current report we disclosed a …

Ligand-free PdII/AgI-catalysed electrophilic amidation of simple arenes with O-acetyl acetohydroxamic acid

L Van Emelen, R Lemmens, E Kozyr, AL Bugaev… - Catalysis Today, 2024 - Elsevier
Electrophilic amination (EA) involving transition metal-catalysed CH activation of the arene
has recently emerged as a promising method to directly construct aryl C (sp 2)-N bonds. In …

Synthesis of N-Oxyureas by Substitution and Cope-Type Hydroamination Reactions Using O-Isocyanate Precursors

MA Allen, RA Ivanovich, DE Polat… - Organic letters, 2017 - ACS Publications
Oxy-carbamate O-isocyanate precursors facilitate access to synthetically valuable N-
oxyureas via substitution with amines. This work exploits the reactivity of suitable O …

Palladium‐Catalyzed 5‐exo‐dig Cyclization Cascade, Sequential Amination/Etherification for Stereoselective Construction of 3‐Methyleneindolinones

Y Zuo, X He, Q Tang, W Hu, T Zhou… - … Synthesis & Catalysis, 2021 - Wiley Online Library
An cascade intramolecular 5‐exo‐dig cyclization of N‐(2‐iodophenyl) propiolamides and
sequential amination/etherification (with N‐hydroxybenzamides, phenyl hydroxycarbamate) …