Rearrangement of N-Oxyenamines and Related Reactions

AA Tabolin, SL Ioffe - Chemical Reviews, 2014 - ACS Publications
Hydroxylamines and their derivatives have found a wide range of applications in organic
synthesis. 1 In this review we hope to cover the synthetic applications of N …

Imidazolium-based ionic liquids catalyzed formylation of amines using carbon dioxide and phenylsilane at room temperature

L Hao, Y Zhao, B Yu, Z Yang, H Zhang, B Han… - ACS …, 2015 - ACS Publications
The CO2-involved synthesis of chemicals is of significance. In this work, we found that 1-
alkyl-3-methylimidazolium ionic liquids (ILs) had high efficiency for catalyzing the formylation …

Nitromethane as a nitrogen donor in Schmidt-type formation of amides and nitriles

J Liu, C Zhang, Z Zhang, X Wen, X Dou, J Wei, X Qiu… - Science, 2020 - science.org
The Schmidt reaction has been an efficient and widely used synthetic approach to amides
and nitriles since its discovery in 1923. However, its application often entails the use of …

A molecular iron-based system for divergent bond activation: controlling the reactivity of aldehydes

B Chatterjee, S Jena, V Chugh, T Weyhermüller… - ACS …, 2021 - ACS Publications
The direct synthesis of amides and nitriles from readily available aldehyde precursors
provides access to functional groups of major synthetic utility. To date, most reliable catalytic …

The Schmidt reaction

A Wrobleski, TC Coombs, CW Huh, SW Li… - Organic …, 2004 - Wiley Online Library
The classical form of the Schmidt reaction involves the reaction of a carbon‐centered
electrophile with hydrazoic acid with loss of nitrogen, usually with a rearrangement that …

Convenient N-formylation of secondary amines: KF-Al2O3-promoted synthesis of formamide derivatives via dichlorocarbene generated from chloroform

M Mihara, Y Ishino, S Minakata, M Komatsu - Synthesis, 2003 - thieme-connect.com
The treatment of secondary amines with chloroform in the presence of KF-Al 2 O 3 in
acetonitrile brought about highly facile and efficient N-formylation to give the corresponding …

The reverse vilsmeier approach to the synthesis of quinolines, quinolinium salts and quinolones

O Meth-Cohn, DL Taylor - Tetrahedron, 1995 - Elsevier
N-Methylformanilide (MFA) reacts with various electron-rich alkenes in POCl3 solution to
give N-methylquinolinium salts generally in good yield The alkenes can be vinyl acetate, an …

Oxidative Rearrangement via in Situ Generated N-Chloroamine: Synthesis of Fused Tetrahydroisoquinolines

K Murai, K Matsuura, H Aoyama, H Fujioka - Organic letters, 2016 - ACS Publications
An oxidative rearrangement reaction of spiro tetrahydroisoquinolines has been developed
for the synthesis of fused tetrahydroisoquinolines using in situ generated N-chloroamines …

4-Fluoroanilines: synthesis and decomposition

A Zakrzewska, E Kolehmainen, B Osmialowski… - Journal of Fluorine …, 2001 - Elsevier
Fourteen N-and/or 2-substituted 4-fluoroanilines were prepared (the series includes N–C2-
bridged compounds). Some of them were found to be thermally unstable when dissolved in …

Comparative studies on the pyrolysis of N‐arylideneaminoamides: Kinetic and mechanistic studies

NA Al‐Awadi, YA Ibrahim, M Patel… - … Journal of Chemical …, 2007 - Wiley Online Library
Rates of thermal decomposition of title compounds have been measured using a static
reaction system. They undergo a unimolecular first‐order elimination to give arylnitrile and …