Aerobic primary and secondary amine oxidation cascade by a copper amine oxidase inspired catalyst

2021 ◽  
Author(s):  
Pradip Ramdas Thorve ◽  
Biplab Maji
Keyword(s):  
Catalytic Activity ◽  
Secondary Amine ◽  
Amine Oxidase ◽  
Aerobic Oxidation ◽  
Copper Ion ◽  
Secondary Amines ◽  
Copper Amine Oxidase ◽  
Amine Oxidation ◽  
Primary And Secondary Amines ◽  
High Yields

A CAO inspired catalyst catalyzed the cascade aerobic oxidation of primary and secondary amines for the synthesis of quinazolin-4(3H)-one core in high yields. Like the natural CAOs, a copper ion improves the o-quinone cofactor's catalytic activity.

scholarly journals Synthesis and Antimicrobial Activity of Dithiocarbamates of ω-Substituted (2-naphthyloxy)alkanes

2019 ◽  
Vol 31 (10) ◽  
pp. 2201-2210
Author(s):  
Sadaf Zaidi ◽  
Devdutt Chaturvedi ◽  
Mridula Saxena ◽  
Richa Srivastava
Keyword(s):  
Antimicrobial Activity ◽  
Ammonium Hydroxide ◽  
Secondary Amines ◽  
Antibacterial Drug ◽  
Fungal Strains ◽  
Microdilution Method ◽  
Primary And Secondary Amines ◽  
Catalytic Quantity ◽  
Complete Series ◽  
High Yields

A series of dithiocarbamates of ω-substituted (2-naphthyloxy) alkanes was developed through condensation of 2-(2-chloro-alkoxy)-naphthalene to various kinds of aliphatic, aromatic, alicyclic, heterocyclic primary and secondary amines employing benzyl trimethyl ammonium hydroxide in catalytic quantity (Triton-B/CS2 system) afforded desired products in high yields (82-98 %). The complete series of synthesized compounds (4-48) were evaluated for antimicrobial activity through microdilution method using various bacterial and fungal strains. The antifungal and antibacterial values were estimated as MIC values. Fluconazole and ciprofloxacin [16 to 0.03 μg/mL] were used as the standard antifungal and antibacterial drug, respectively. Out of series of evaluated compounds, some of these compounds such as compounds 28, 29, 30, 31, 32, 33 have displayed maximum potency which is comparable to standard drugs.

Mixed er-NHC/phosphine Pd(ii) complexes and their catalytic activity in the Buchwald–Hartwig reaction under solvent-free conditions

2019 ◽  
Vol 48 (10) ◽  
pp. 3447-3452 ◽  
Author(s):  
Alexandra A. Ageshina ◽  
Grigorii K. Sterligov ◽  
Sergey A. Rzhevskiy ◽  
Maxim A. Topchiy ◽  
Gleb A. Chesnokov ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Solvent Free ◽  
Secondary Amines ◽  
Solvent Free Conditions ◽  
Primary And Secondary Amines

A single catalyst for solvent-free Buchwald–Hartwig amination with both primary and secondary amines.

Role of Copper Ion in Bacterial Copper Amine Oxidase:  Spectroscopic and Crystallographic Studies of Metal-Substituted Enzymes

2003 ◽  
Vol 125 (4) ◽  
pp. 1041-1055 ◽  
Author(s):  
Sei'ichiro Kishishita ◽  
Toshihide Okajima ◽  
Misa Kim ◽  
Hiroshi Yamaguchi ◽  
Shun Hirota ◽  
...  
Keyword(s):  
Amine Oxidase ◽  
Copper Ion ◽  
Copper Amine Oxidase ◽  
Copper Amine

Cyanide-Mediated Synthesis of Sulfones and Sulfonamides from Vinyl Sulfones

Synlett ◽  
2019 ◽  
Vol 31 (05) ◽  
pp. 455-458
Author(s):  
Tamal Roy ◽  
Ji-Woong Lee
Keyword(s):  
High Selectivity ◽  
Reaction Pathway ◽  
Secondary Amines ◽  
Mechanistic Study ◽  
Facile Synthesis ◽  
Primary And Secondary Amines ◽  
In Situ Generation ◽  
High Yields

We report a facile synthesis of sulfones, β-keto sulfones, and sulfonamides from vinyl sulfones via an addition–elimination sequence where in situ generation of nucleophilic sulfinate ion is mediated by cyanide. The use vinyl sulfones renders high selectivity for S-alkylation to produce sulfones in high yields. In the presence of N-bromosuccinimide, primary and secondary amines underwent sulfonamide formation. A preliminary mechanistic study showed the formation of acrylonitrile as an innocent byproduct, without interfering with the desired reaction pathway while generating a sulfinate nucleophile.

scholarly journals Microwave-assisted Aminolysis of Epoxides under Solvent-free Conditions Catalyzed by Montmorillonite Clay

1999 ◽  
Vol 23 (2) ◽  
pp. 128-129
Author(s):  
Mohammad M. Mojtahedi ◽  
Mohammad R. Saidi ◽  
Mohammad Bolourtchian
Keyword(s):  
Microwave Irradiation ◽  
Amino Alcohols ◽  
Solvent Free ◽  
Montmorillonite Clay ◽  
Secondary Amines ◽  
Microwave Assisted ◽  
Montmorillonite K10 ◽  
Solvent Free Conditions ◽  
Primary And Secondary Amines ◽  
High Yields

The reaction of primary and secondary amines with epoxides in the presence of montmorillonite K10 clay, under solvent-free condtions and microwave irradiation affords high yields of β-amino alcohols.

Organic reactions in a clay microenvironment

Clay Minerals ◽  
1983 ◽  
Vol 18 (4) ◽  
pp. 347-356 ◽  
Author(s):  
J. A. Ballantine ◽  
J. H. Purnell ◽  
J. M. Thomas
Keyword(s):  
Catalytic Activity ◽  
Carboxylic Acids ◽  
Hydrogen Sulphide ◽  
Heterogeneous Catalysts ◽  
Organic Reactions ◽  
Secondary Amines ◽  
Sheet Silicates ◽  
Elimination Reactions ◽  
Branched Chain ◽  
High Yields

AbstractAlthough natural Na-bentonite has little catalytic activity, various cation-exchanged bentonites have proved to be effective catalysts for a wide variety of organic reactions. In the presence of these catalysts alkenes can be induced to add (a) water, to yield branched-chain symmetrical ethers; (b) alcohols, to give a variety of ethers; (c) thiols, to yield thio-ethers; (d) carboxylic acids, to give esters. The number of products obtained in each reaction depends on the ease of rearrangement of the carbocation intermediates. High yields are obtained where a single carbocation intermediate is formed, A variety of elimination reactions is also catalysed by these sheet silicates. Water is eliminated from alcohols to produce ethers, ammonia is eliminated from amines to make secondary amines, and hydrogen sulphide is eliminated from thiols to give dialkyl sulphides. In most cases the ion-exchanged bentonites react as acidic heterogeneous catalysts.

The design and catalytic performance of molybdenum active sites on an MCM-41 framework for the aerobic oxidation of 5-hydroxymethylfurfural to 2,5-diformylfuran

2019 ◽  
Vol 9 (3) ◽  
pp. 811-821 ◽  
Author(s):  
Zhao-Meng Wang ◽  
Li-Juan Liu ◽  
Bo Xiang ◽  
Yue Wang ◽  
Ya-Jing Lyu ◽  
...  
Keyword(s):  
Catalytic Activity ◽  
Active Sites ◽  
Aerobic Oxidation ◽  
Catalytic Performance ◽  
Mcm 41

The catalytic activity decreases as –(SiO)3Mo(OH)(O) > –(SiO)2Mo(O)2 > –(O)4–MoO.

Acceptorless amine dehydrogenation and transamination using Pd-doped layered double hydroxides

2018 ◽  
Author(s):  
Diana Ainembabazi ◽  
Nan An ◽  
Jinesh Manayil ◽  
Kare Wilson ◽  
Adam Lee ◽  
...  
Keyword(s):  
Layered Double Hydroxides ◽  
Oxidation States ◽  
Secondary Amines ◽  
Primary Amines ◽  
Acid Dissolution ◽  
Oxidative Amination ◽  
Strong Function ◽  
Excellent Activity ◽  
High Yields ◽  
Double Hydroxides

<div> <p>The synthesis, characterization, and activity of Pd-doped layered double hydroxides (Pd-LDHs) for for acceptorless amine dehydrogenation is reported. These multifunctional catalysts comprise Brønsted basic and Lewis acidic surface sites that stabilize Pd species in 0, 2+, and 4+ oxidation states. Pd speciation and corresponding cataytic performance is a strong function of metal loading. Excellent activity is observed for the oxidative transamination of primary amines and acceptorless dehydrogenation of secondary amines to secondary imines using a low Pd loading (0.5 mol%), without the need for oxidants. N-heterocycles, such as indoline, 1,2,3,4-tetrahydroquinoline, and piperidine, are dehydrogenated to the corresponding aromatics with high yields. The relative yields of secondary imines are proportional to the calculated free energy of reaction, while yields for oxidative amination correlate with the electrophilicity of primary imine intermediates. Reversible amine dehydrogenation and imine hydrogenation determine the relative imine:amine selectivity. Poisoning tests evidence that Pd-LDHs operate heterogeneously, with negligible metal leaching; catalysts can be regenerated by acid dissolution and re-precipitation.</p> </div> <br>

Reaction of arylmethylenemalonaldehydes with some nucleophiles

1987 ◽  
Vol 52 (11) ◽  
pp. 2699-2709 ◽  
Author(s):  
Dalimil Dvořák ◽  
Zdeněk Arnold
Keyword(s):  
Inorganic Anions ◽  
Secondary Amines ◽  
Tertiary Amines ◽  
Primary And Secondary Amines ◽  
Dipolar Structure

Reaction of arylmethylenemalonaldehydes with tributylphosphine and tertiary amines affords compounds of dipolar structure whereas reaction with primary and secondary amines leads to 1,4-addition products. Salts of nucleophilic inorganic anions add to arylmethylenemalonaldehydes under formation of salts of substituted malonaldehydes.

Some 1-substitution derivatives of 4-aryl-2,3-dihalogeno-1-naphthols

1984 ◽  
Vol 49 (1) ◽  
pp. 110-121 ◽  
Author(s):  
Jiří Křepelka ◽  
Drahuše Vlčková ◽  
Milan Mělka
Keyword(s):  
Thionyl Chloride ◽  
Oxirane Ring ◽  
Secondary Amines ◽  
Two Phase ◽  
Lytic Effect ◽  
Primary And Secondary Amines ◽  
Phase Medium ◽  
Chloro Derivatives ◽  
Derivatives Of

Alkylation of derivatives of 4-aryl-1-naphthols (I-V) by 2,3-epoxypropyl chloride in methanolic sodium hydroxide gave epoxy derivatives VI, VIII, IX, XI and XII, apart from products of cleavage of the oxirane ring, VII and X. Analogous alkylation of compounds I, IV and V by 2-(N,N-diethylamino)ethyl chloride hydrochloride in a two-phase medium afforded basic ethers XIII to XV. The cleavage of the oxirane ring in compound VI by the action of primary and secondary amines, piperidine and substituted piperazines led to compounds XVI-XXIV. Reaction of thionyl chloride with compounds XXI, XXII and XXIV gave chloro derivatives XXV-XXVII.Exposure of compound XXII to 4-methylbenzenesulfonyl chloride produced compound XXVIII, retaining the secondary alcoholic group. In an antineoplastic screening in vivo none of the compounds prepared had an appreciable activity. Compound XVII, being an analogue of propranolol, was used in the test of isoproterenolic tachycardia, and showed a beta-lytic effect comparable with that of propranol.

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