Bicyclization of aza-compounds by positive halide ions. I. Cyclic amines

1985 ◽  
Vol 63 (6) ◽  
pp. 1170-1172 ◽  
Author(s):  
R. M. Elofson ◽  
F. F. Gadallah ◽  
J. K. Laidler
Keyword(s):  
Electrochemical Oxidation ◽  
Halide Ions ◽  
Cyclic Amine ◽  
Reaction Conditions ◽  
Specific Reaction ◽  
Cyclic Amines ◽  
Bicyclic Compounds

Cyclic amines are oxidized to the bicyclic compounds by electrochemical oxidation. The presence of halide ions is found necessary for the reaction to proceed and to produce any bicyclic products. It is postulated that a positive halide species, X(+), is produced electrochemically and stabilized under the specific reaction conditions. The X(+) ion forms a complex with the parent cyclic amine which decomposes to the bicyclic product and HX. An analogy between the Hofer–Moest reaction to produce C(+) and this reaction to produce X(+) is postulated

scholarly journals Temperature tunability in Sr1−xCaxFeO3−δ for reversible oxygen storage: a computational and experimental study

2020 ◽  
Vol 8 (5) ◽  
pp. 2602-2612 ◽  
Author(s):  
Eric J. Popczun ◽  
De Nyago Tafen ◽  
Sittichai Natesakhawat ◽  
Chris M. Marin ◽  
Thuy-Duong Nguyen-Phan ◽  
...  
Keyword(s):  
Experimental Study ◽  
Oxygen Storage ◽  
Oxygen Carriers ◽  
Reaction Conditions ◽  
Specific Reaction ◽  
A Site

Sr1−xCaxFeO3−δ oxygen carriers can be designed for specific reaction conditions through selective Ca2+ inclusion at the A-site.

N-(Carboxymethyl)-N-[2-(2,6-diisopropylphenyl)amino]-2-oxoethylglycine and analogues: Synthesis and characterization

1982 ◽  
Vol 35 (11) ◽  
pp. 2371 ◽  
Author(s):  
MP Best ◽  
RH McKeown ◽  
O Wong
Keyword(s):  
General Procedure ◽  
Synthesis And Characterization ◽  
Reaction Conditions ◽  
One Pot ◽  
Specific Reaction ◽  
The Stability

N-(Carboxymethyl)-N-[2-(2,6-diisopropylphenyl)amino]-2-oxoethylglycine (DIS-IDA)* (2a) and two analogues have been successfully synthesized. The synthesis involved a modified one-pot reaction with specific reaction conditions to maximize yields. A general procedure for the isolation of the products has been set out and the stability of compounds (2) is briefly discussed. Characterization is reported with a view for use with 99mTc as radiopharmaceuticals.

scholarly journals The First Stages of Chemical and Electrochemical Aniline Oxidation—Spectroscopic Comparative Study

2020 ◽  
Vol 10 (6) ◽  
pp. 2091 ◽  
Author(s):  
Zuzana Morávková ◽  
Ivana Šeděnková ◽  
Patrycja Bober
Keyword(s):  
Comparative Study ◽  
Electrochemical Oxidation ◽  
Film Formation ◽  
Pani Film ◽  
Redox Behavior ◽  
Reaction Conditions ◽  
Chemical Polymerization ◽  
Polyaniline Film ◽  
Aniline Oxidation ◽  
Aniline Oligomers

There are several types of aniline oligomers that can be formed in the early stages of aniline oxidation: linear oligomers with repeating units joined in para positions, and various branched and polycyclic oligomers, being the two most important groups. The fraction of these different oligomeric groups depends upon the reaction conditions of aniline oxidation. The aim of this study was to analyze the first products of the chemical and electrochemical oxidation of aniline at the (starting) pH 1 and 7, in order to specify the conditions of the formation of phenazine-like oligomers, and to test the theory that they have an important role in polyaniline film formation. We have confirmed that phenazine-like oligomers do not form at pH 1, neither in the chemical nor the electrochemical oxidation of aniline; however, they form in both chemical and electrochemical oxidation of aniline at pH 7. Phenazine-like oligomers are thus definitely not necessary intermediates for PANI film formation, not even in the chemical polymerization of aniline. Finally, the redox behavior of phenazine-like oligomers was demonstrated in a medium at pH 1.

Rubber Chemicals from Cyclic Amines. II Dithioamines and Sulfenamides as Accelerators and Curing Agents

1968 ◽  
Vol 41 (3) ◽  
pp. 721-735 ◽  
Author(s):  
Eiichi Morita ◽  
John J. D'Amico ◽  
Evan J. Young
Keyword(s):  
Thermal Analyses ◽  
Empirical Relation ◽  
Basic Structure ◽  
Cure Rate ◽  
Structural Variations ◽  
Cyclic Amine ◽  
Cure Characteristics ◽  
Cyclic Amines ◽  
Curing Agents ◽  
Derivatives Of

Abstract Dithioamines and sulfenamides derived from various cyclic amines were evaluated as accelerators and vulcanizing agents. Structural variations of these compounds are correlated with their scorch delaying properties, accelerating activity and vulcanization efficiency, employing the Mooney Viscometer and the Monsanto Oscillating Disk Rheometer. The relative cure characteristics differed with changes in the basic structure of the compounds, and with the size and type of the cyclic amine moiety. However, the piperidine derivatives consistently showed longer scorch delay and slower mean cure rate than the corresponding derivatives of pyrrolidine, hexamethylenimine or heptamethylenimine. In the case of the thiazolyl sulfenamides, the type of substitution in the thiazolyl group also influenced scorch delay. An empirical relation was observed between the effect of concentration of the thiazolyl sulfenamides on scorch delay and the results of differential thermal analyses of sulfenamide and sulfur blends.

Preparation of Biscarbonylmethylenetriphenylphosphorane Derivatives: A Mini-Review

2019 ◽  
Vol 16 (10) ◽  
pp. 769-778
Author(s):  
Andrés-Felipe Villamizar-Mogotocoro ◽  
Juan-Manuel Urbina-González ◽  
Ingrid Rincón-Valdivieso
Keyword(s):  
Biological Activity ◽  
Electrochemical Oxidation ◽  
Oxidation Products ◽  
Thermal Treatments ◽  
Reaction Conditions ◽  
Complex Molecules ◽  
High Importance

Biscarbonylmethylenetriphenylphosphoranes are versatile compounds derived from stabilized α-carbonylmethylenetriphenylphosphoranes, mainly prepared by transylidation or by analogue methodologies; other procedures include electrochemical oxidation, palladium-catalized insertions and displacements reactions with tellurol esters, as well as the use of Bestmann’s ylide with different reagents and reaction conditions. These biscarbonylmethylenetriphenylphosphoranes are usually converted into acetylenes by thermal treatments. Biscarbonylmethylenetriphenylphosphoranes and their oxidation products -vicinal tricarbonyl compounds- are of high importance due to their use as synthons of more complex molecules and their promising biological activity.

Electrochemical oxidation of 2-furylacetic acid derivatives

1980 ◽  
Vol 45 (5) ◽  
pp. 1361-1365 ◽  
Author(s):  
Miroslav Janda ◽  
Jan Šrogl ◽  
Eva Körblová ◽  
Ivan Stibor
Keyword(s):  
Electrochemical Oxidation ◽  
Analogous Reaction ◽  
Reaction Conditions

Depanding on reaction conditions, the electrochemical methoxylation of 2-furylacetonitrile (I) afforded either (2,5-dimethoxy-2,5-dihydro-2-furyl)acetonitrile (V) or (5-methoxy-2,5-dihydro-2-furfurylidene)acetonitrile (VIII). Analogous reaction of methyl 2-furylacetate (II) gave either methyl (2,5-dimethoxy-2,5-dihydro-2-furyl)acetate (VI) or methyl (5-methoxy-2,5-dihydro-2-furfurylidene)acetate (IX). The electrochemical ethoxylation of ethyl 2-furylacetate afforded- among other products - also γ-lactone of ethyl 3-hydroxy-2,4-hexadienedioate (X).

Highly Enantioselective Michael Addition of Cyclic Diketones to β,γ-Unsaturated α-Keto Esters Catalyzed by Squaramide Organocatalyst

Synthesis ◽  
2022 ◽  
Author(s):  
Zhi-Wei Ma ◽  
Chuan-Chuan Wang ◽  
Quan-Jian Lv ◽  
Xiao-Pei Chen ◽  
Ai-Qin Li ◽  
...  
Keyword(s):  
Michael Addition ◽  
Large Scale ◽  
Catalyst System ◽  
Catalyst Loading ◽  
Reaction Conditions ◽  
Keto Esters ◽  
Bicyclic Compounds ◽  
Asymmetric Michael Addition ◽  
High Yields ◽  
Low Catalyst Loading

AbstractA new tertiary amine-squaramide organocatalyst has been developed and applied to the asymmetric Michael addition of cyclic diketones to β,γ-unsaturated α-keto esters. The catalyst system performed well with a low catalyst loading of 1 mol% under mild reaction conditions. A series of synthetically and pharmaceutically useful chiral bicyclic compounds were obtained in high yields (up to 97%) with excellent enantioselectivities (up to 99 % ee). Furthermore, this catalytic system can be used efficiently in large-scale reactions with the yields and enantioselectivities being maintained.

scholarly journals Cyclization into Hydrindanes Using Samarium Diiodide: Stereochemical Features Depending on the Protecting Group

2016 ◽  
Vol 11 (8) ◽  
pp. 1934578X1601100
Author(s):  
Masakazu Sono ◽  
Yukiko Nishibuchi ◽  
Norihito Yamaguchi ◽  
Motoo Tori
Keyword(s):  
Hydroxy Group ◽  
Samarium Diiodide ◽  
Protecting Group ◽  
Reaction Conditions ◽  
Bicyclic Compounds

Monocyclic compounds bearing ketone and enone moieties in the same molecule can be cyclized to bicyclic compounds initiated by samarium diiodide. The stereochemistry of the products depended on the reaction conditions and also the protecting group of the hydroxy group existed in the molecule. A cyclization mechanism is discussed.

Bicyclization of aza-compounds by positive halide ions. II. Lactams and some related cyclizations

1987 ◽  
Vol 65 (12) ◽  
pp. 2770-2773 ◽  
Author(s):  
Richard M. Elofson ◽  
Fahmi F. Gadallah ◽  
James K. Laidler
Keyword(s):  
Anodic Oxidation ◽  
Halide Ions ◽  
Bicyclic Compounds ◽  
Limited Success

Anodic oxidation of lactams in the presence of halide ions produced excellent yields of bicyclic compounds with reactants having rings in the range of eight to ten atoms (C7 to C9). Smaller rings did not react to form bicyclic products and larger rings gave reduced yields. Attempts were made to cyclize non-cyclic amides and to bicyclize cycloheptyl and cyclooctyl acetamide with limited success.

An Electrolyte- and Catalyst-Free Electrooxidative Sulfonylation of Imidazo[1,2-a]pyridines

2021 ◽  
Author(s):  
Lili Han ◽  
Mengmeng Huang ◽  
Yabo Li ◽  
Jianye Zhang ◽  
Yu Zhu ◽  
...  
Keyword(s):  
Electrochemical Oxidation ◽  
Organic Synthesis ◽  
High Selectivity ◽  
Reaction Conditions ◽  
High Productivity ◽  
Catalyst Free ◽  
By Products

The direct electrochemical oxidation has been widely applied in organic synthesis due to the simple and mild reaction conditions, high selectivity, few by-products, high product purity and high productivity. Up...

Sign in / Sign up

Export Citation Format

Share Document