Synthesis and Rhodium(II)-Mediated Cascade Cyclopropanation/Rearrangement/Isomerization of Diazo 2,3,5-Trisubstituted Furans: The Construction of Penta-substituted Aromatic Compounds

2020 ◽  
Vol 85 (4) ◽  
pp. 2395-2405 ◽  
Author(s):  
Jianfang Zhang ◽  
Qin Yang ◽  
Yang Zhu ◽  
Jianbo Wang ◽  
Guisheng Deng
Keyword(s):  
Aromatic Compounds ◽  
Trisubstituted Furans

1679 Fatty acid profile, sensory traits, and aromatic compounds of chops from lambs fed ground woody plants as roughage in feedlot finishing diets

2016 ◽  
Vol 94 (suppl_5) ◽  
pp. 818-818
Author(s):  
K. R. Wall ◽  
C. R. Kerth ◽  
T. R. Whitney ◽  
S. B. Smith ◽  
J. L. Glasscock ◽  
...  
Keyword(s):  
Fatty Acid ◽  
Fatty Acid Profile ◽  
Aromatic Compounds ◽  
Woody Plants ◽  
Finishing Diets

Tandem Mass Spectrometric Evaluation of Core Structures of Aromatic Compounds after Catalytic Deoxygenation

2017 ◽  
Author(s):  
Xueming Dong
Keyword(s):  
Aromatic Compounds ◽  
Supported Catalyst ◽  
Mass Spectrometric ◽  
Spectrometric Method ◽  
Mass Spectrometric Method ◽  
Aromatic Rings ◽  
Tandem Mass Spectrometric ◽  
Catalytic Deoxygenation ◽  
Oxygen Atoms

Catalytic deoxygenation of coal enhances the stability and combustion performance of coal-derived liquids. However, determination of the selectivity of removal of oxygen atoms incorporated in or residing outside of aromatic rings is challenging. This limits the ability to evaluate the success of catalytic deoxygenation processes. A mass spectrometric method, in-source collision-activated dissociation (ISCAD), combined with high resolution product ion detection, is demonstrated to allow the determination of whether the oxygen atoms in aromatic compounds reside outside of aromatic rings or are part of the aromatic system, because alkyl chains can be removed from aromatic cores via ISCAD. Application of this method for the analysis of a subbituminous coal treated using a supported catalyst revealed that the catalytic treatment reduced the number of oxygen-containing heteroaromatic rings but not the number of oxygen atoms residing outside the aromatic rings.<br>

Tandem Mass Spectrometric Evaluation of Core Structures of Aromatic Compounds after Catalytic Deoxygenation

2017 ◽  
Author(s):  
Xueming Dong
Keyword(s):  
Aromatic Compounds ◽  
Supported Catalyst ◽  
Mass Spectrometric ◽  
Spectrometric Method ◽  
Mass Spectrometric Method ◽  
Aromatic Rings ◽  
Tandem Mass Spectrometric ◽  
Catalytic Deoxygenation ◽  
Oxygen Atoms

Catalytic deoxygenation of coal enhances the stability and combustion performance of coal-derived liquids. However, determination of the selectivity of removal of oxygen atoms incorporated in or residing outside of aromatic rings is challenging. This limits the ability to evaluate the success of catalytic deoxygenation processes. A mass spectrometric method, in-source collision-activated dissociation (ISCAD), combined with high resolution product ion detection, is demonstrated to allow the determination of whether the oxygen atoms in aromatic compounds reside outside of aromatic rings or are part of the aromatic system, because alkyl chains can be removed from aromatic cores via ISCAD. Application of this method for the analysis of a subbituminous coal treated using a supported catalyst revealed that the catalytic treatment reduced the number of oxygen-containing heteroaromatic rings but not the number of oxygen atoms residing outside the aromatic rings.<br>

Photocatalytic Alkylation of Pyrroles and Indoles with α-Diazo Esters

2019 ◽  
Author(s):  
Łukasz Ciszewski ◽  
Jakub Durka ◽  
Dorota Gryko
Keyword(s):  
Aromatic Compounds ◽  
Reaction Pathway ◽  
Alkylating Agents ◽  
Catalytic Amount ◽  
Radical Formation ◽  
Reaction Selectivity ◽  
Diazo Esters ◽  
Electron Withdrawing Substituents

This article describes direct photoalkylation of electron-rich aromatic compounds with diazo compoiunds. C-2 alkylated indoles and pyrroles are obtained with good yields even though the photocatalyst (Ru(bpy)3Cl2) loading is as low as 0.075 mol %. For substrates bearing electron-withdrawing substituents the addition of a catalytic amount of N,N-dimethyl-4-methoxyaniline is required. Both EWG-EWG and EWG-EDG substituted diazo esters are suitable as alkylating agents. The reaction selectivity and mechanistic experiments suggest that carbenes/carbenoid intermediates are not involved in the reaction pathway, instead radical formation is proposed.

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

A Simplified Protocol for the ortho-Deuteration of Acidic Aromatic Compounds in D2O

2019 ◽  
Author(s):  
Alyssa Garreau ◽  
Hanyang Zhou ◽  
Michael Young
Keyword(s):  
Carboxylic Acid ◽  
Aromatic Compounds ◽  
Large Scale ◽  
Simplified Approach ◽  
Directing Group ◽  
Large Scale Synthesis

<div>Methods to catalytically introduce deuterium in synthetically useful yields ortho to a carboxylic acid directing group on arenes typically requires D2 or CD3CO2D, which makes using these approaches cost prohibitive for large scale synthesis (equipment and reagent costs respectively). Herein we present a simplified approach using catalytic RhIII and D2O as deuterium source, and show its application to H/D exchange on various acidic substrates.</div>

Eco-friendly and fast bromination of industrially-important aromatic compounds in water using recyclable AlBr3-Br2 system

2019 ◽  
Author(s):  
Chem Int
Keyword(s):  
Aromatic Compounds ◽  
Molecular Bromine ◽  
Economical Method ◽  
System P

A fast, efficient, simple, eco-friendly, regioselective, controllable and economical method for the bromination of aromatic compounds using AlBr3-Br2 system was invetigated. The direct bromination of anilines and phenols with molecular bromine in solution frequently results in polybromination, and when brominated in the existence of oxidants, they also get oxidized rather than experiencing substitutions and in some cases, require fortification of the amino (-NH2) group.

Reductive Dehalogenation of Environmental Contaminants: A Critical Review

1989 ◽  
Vol 24 (2) ◽  
pp. 299-322 ◽  
Author(s):  
R. M. Baxter
Keyword(s):  
Hydrogen Atom ◽  
Aromatic Compounds ◽  
Reductive Dechlorination ◽  
Halogen Atom ◽  
Environmental Contaminants ◽  
Methanogenic Bacteria ◽  
Photochemical Reactions ◽  
Reductive Dehalogenation ◽  
Iron Porphyrins ◽  
Aliphatic Compounds

Abstract It is generally recognized that reductive processes are more important than oxidative ones in transforming, degrading and mineralizing many environmental contaminants. One process of particular importance is reductive dehalogenation, i.e., the replacement of a halogen atom (most commonly a chlorine atom) by a hydrogen atom. A number of different mechanisms are involved in these reactions. Photochemical reactions probably play a role in some instances. Aliphatic compounds such as chloroethanes, partly aliphatic compounds such as DDT, and alicyclic compounds such as hexachlorocyclohexane are readily dechlorinated in the laboratory by reaction with reduced iron porphyrins such as hematin. Many of these are also dechlorinated by cultures of certain microorganisms, probably by the same mechanism. Such compounds, with a few exceptions, have been found to undergo reductive dechlorination in the environment. Aromatic compounds such as halobenzenes, halophenols and halobenzoic acids appear not to react with reduced iron porphyrins. Some of these however undergo reductive dechlorination both in the environment and in the laboratory. The reaction is generally associated with methanogenic bacteria. There is evidence for the existence of a number of different dechlorinating enzymes specific for different isomers. Recently it has been found that many components of polychlorinated biphenyls (PCBs), long considered to be virtually totally resistant to environmental degradation, may be reductively dechlorinated both in the laboratory and in nature. These findings suggest that many environmental contaminants may prove to be less persistent than was previously feared.

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