Oxidations involving silver. II. The oxidation of alcohols and aldehydes with silver(II) picolinate

1969 ◽  
Vol 47 (10) ◽  
pp. 1649-1654 ◽  
Author(s):  
T. G. Clarke ◽  
N. A. Hampson ◽  
J. B. Lee ◽  
J. R. Morley ◽  
B. Scanlon
Keyword(s):  
Aromatic Ring ◽  
Alcohol Oxidation ◽  
Oxidation Of Alcohols ◽  
Anomalous Reaction ◽  
Substituted Benzaldehydes ◽  
High Yields

The oxidation of alcohols by argentic picolinate has been studied and has been shown to give high yields of aldehyde and ketone. Examination of the oxidation of aldehydes shows that smooth conversion to the acid occurs in most cases, but in some cases, an anomalous reaction occurs, which probably involves attack upon the aromatic ring of substituted benzaldehydes. The oxidation of aldehydes occurs much more slowly than alcohol-oxidation under similar conditions.

New active and recyclable catalytic systems based on [Zn4(H2O)2(PW9O34)2]10– for alcohol oxidation with hydrogen peroxide in water

2011 ◽  
Vol 89 (1) ◽  
pp. 13-18 ◽  
Author(s):  
Yong Ding ◽  
Wei Zhao ◽  
Bao-chun Ma ◽  
Wen-yuan Qiu
Keyword(s):  
Hydrogen Peroxide ◽  
Carbonyl Compounds ◽  
Alcohol Oxidation ◽  
Reusable Catalyst ◽  
Catalytic Systems ◽  
Oxidation Of Alcohols ◽  
Sandwich Type ◽  
High Yields

A “sandwich” type tungstophosphate, [Zn4(H2O)2(PW9O34)2]10–, was used as the efficient and reusable catalyst for alcohol oxidation. The catalyst I of K10Zn4(H2O)2(PW9O34)2·20H2O and the catalyst II of [(C18H37)2(CH3)2N]8K2[Zn4(H2O)2(PW9O34)2] were used to catalyze the oxidation of alcohols in water. High yields of the corresponding carbonyl compounds were obtained. The catalysts were recycled several times without loss in activity.

An Expeditious One-Pot Three-Component Synthesis of 4-Aryl-3,4-dihydrobenzo[g] quinoline-2,5,10(1H)-triones under Green Conditions

2020 ◽  
Vol 23 (23) ◽  
pp. 2626-2634
Author(s):  
Saiedeh Kamalifar ◽  
Hamzeh Kiyani
Keyword(s):  
Reaction Medium ◽  
Meldrum's Acid ◽  
Meldrum’S Acid ◽  
One Pot ◽  
One Pot Synthesis ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
First Time ◽  
Green Conditions

: An efficient and facial one-pot synthesis of 4-aryl-3,4-dihydrobenzo[g]quinoline- 2,5,10(1H)-triones was developed for the first time. The process proceeded via the three-component cyclocondensation of 2-amino-1,4-naphthoquinone with Meldrum’s acid and substituted benzaldehydes under green conditions. The fused 3,4-dihydropyridin-2(1H)- one-ring naphthoquinones have been synthesized with good to high yields in refluxing ethanol as a green reaction medium. This protocol is simple and effective as well as does not involve the assistance of the catalyst, additive, or hazardous solvents.

scholarly journals A Study of Catalytic Oxidation of a Library of C2 to C4 Alcohols in the Presence of Nanogold

Nanomaterials ◽  
2019 ◽  
Vol 9 (3) ◽  
pp. 442
Author(s):  
Maciej Kapkowski ◽  
Anna Niemczyk-Wojdyla ◽  
Piotr Bartczak ◽  
Monika Pyrkosz Bulska ◽  
Kamila Gajcy ◽  
...  
Keyword(s):  
Organic Chemistry ◽  
Green Chemistry ◽  
Alcohol Oxidation ◽  
Catalytic Performance ◽  
Toxic Chemicals ◽  
Wide Scope ◽  
Catalytic Potential ◽  
Green Oxidation ◽  
Oxidation Of Alcohols ◽  
Different Levels

The classical stoichiometric oxidation of alcohols is an important tool in contemporary organic chemistry. However, it still requires huge modifications in order to comply with the principles of green chemistry. The use of toxic chemicals, hazardous organic solvents, and the large amounts of toxic wastes that result from the reactions are a few examples of the problems that must be solved. Nanogold alone or conjugated with palladium were supported on different carriers (SiO2, C) and investigated in order to evaluate their catalytic potential for environmentally friendly alcohol oxidation under solvent-free and base-free conditions in the presence H2O2 as a clean oxidant. We tested different levels of Au loading (0.1–1.2% wt.) and different active catalytic site forms (monometallic Au or bimetallic Au–Pd sites). This provided new insights on how the structure of the Au-dispersions affected their catalytic performance. Importantly, the examination of the catalytic performance of the resulting catalysts was oriented toward a broad scope of alcohols, including those that are the most resistant to oxidation—the primary aliphatic alcohols. Surprisingly, the studies proved that Au/SiO2 at a level of Au loading as low as 0.1% wt. appeared to be efficient and prospective catalytic system for the green oxidation of alcohol. Most importantly, the results revealed that 0.1% Au/SiO2 might be the catalyst of choice with a wide scope of utility in the green oxidation of various structurally different alcohols as well as the non-activated aliphatic ones.

scholarly journals Biomimetic Cu/Nitroxyl Catalyst Systems for Selective Alcohol Oxidation

Catalysts ◽  
2019 ◽  
Vol 9 (5) ◽  
pp. 395 ◽  
Author(s):  
Lindie Marais ◽  
Andrew John Swarts
Keyword(s):  
Active Sites ◽  
Alcohol Oxidation ◽  
Galactose Oxidase ◽  
Co Catalyst ◽  
Co Catalysts ◽  
Mechanistic Pathway ◽  
Oxidation Of Alcohols ◽  
Catalyst Systems ◽  
Carbonyl Products

The oxidation of alcohols to the corresponding carbonyl products is an important organic transformation and the products are used in a variety of applications. The development of catalytic methods for selective alcohol oxidation have garnered significant attention in an attempt to find a more sustainable method without any limitations. Copper, in combination with 2,2,6,6-tetramethyl-1-piperidine N-oxyl (TEMPO) and supported by organic ligands, have emerged as the most effective catalysts for selective alcohol oxidation and these catalyst systems are frequently compared to galactose oxidase (GOase). The efficiency of GOase has led to extensive research to mimic the active sites of these enzymes, leading to a variety of Cu/TEMPO· catalyst systems being reported over the years. The mechanistic pathway by which Cu/TEMPO· catalyst systems operate has been investigated by several research groups, which led to partially contradicting mechanistic description. Due to the disadvantages and limitations of employing TEMPO· as co-catalyst, alternative nitroxyl radicals or in situ formed radicals, as co-catalysts, have been successfully evaluated in alcohol oxidation. Herein we discuss the development and mechanistic elucidation of Cu/TEMPO· catalyst systems as biomimetic alcohol oxidation catalysts.

A One-Pot, Three-Component, Solvent-Free Synthesis of Novel 6H-Chromeno[3’,4’:5,6]Pyrido[2,3-d]Pyrimidine-Triones under Microwave Irradiation

2018 ◽  
Vol 42 (12) ◽  
pp. 604-607
Author(s):  
Loghman Firoozpour ◽  
Hoda Yahyavi ◽  
Ramona Ejtemaei ◽  
Setareh Moghimi ◽  
Alireza Foroumadi
Keyword(s):  
Microwave Irradiation ◽  
Efficient Method ◽  
Barbituric Acid ◽  
Reaction Times ◽  
Solvent Free ◽  
One Pot ◽  
Solvent Free Conditions ◽  
Substituted Benzaldehydes ◽  
High Yields ◽  
Solvent Free Synthesis

A green and efficient method for preparing novel heterocyclic systems is established through the reaction of differently substituted benzaldehydes, barbituric acid and 4-amino-2H-chromene-2-one under solvent-free conditions. This method affords 6H-chromeno[3’,4’:5,6] pyrido[2,3-d]pyrimidine-trione derivatives in high yields and short reaction times.

Star block-copolymers: enzyme-inspired catalysts for oxidation of alcohols in water

2014 ◽  
Vol 50 (58) ◽  
pp. 7862-7865 ◽  
Author(s):  
Clément Mugemana ◽  
Ba-Tian Chen ◽  
Konstantin V. Bukhryakov ◽  
Valentin Rodionov
Keyword(s):  
Block Copolymers ◽  
Alcohol Oxidation ◽  
Oxidation Of Alcohols ◽  
Star Block Copolymers

We describe a family of star block-copolymers rationally designed for enzyme-inspired catalysis of alcohol oxidation in water.

scholarly journals A biphasic oxidation of alcohols to aldehydes and ketones using a simplified packed-bed microreactor

2009 ◽  
Vol 5 ◽  
Author(s):  
Andrew Bogdan ◽  
D Tyler McQuade
Keyword(s):  
Packed Bed ◽  
Secondary Alcohols ◽  
Great Stability ◽  
Wide Range ◽  
Oxidation Of Alcohols ◽  
Aldehydes And Ketones ◽  
High Yields ◽  
By Products ◽  
Over Time

We demonstrate the preparation and characterization of a simplified packed-bed microreactor using an immobilized TEMPO catalyst shown to oxidize primary and secondary alcohols via the biphasic Anelli-Montanari protocol. Oxidations occurred in high yields with great stability over time. We observed that plugs of aqueous oxidant and organic alcohol entered the reactor as plugs but merged into an emulsion on the packed-bed. The emulsion coalesced into larger plugs upon exiting the reactor, leaving the organic product separate from the aqueous by-products. Furthermore, the microreactor oxidized a wide range of alcohols and remained active in excess of 100 trials without showing any loss of catalytic activity.

Metal free visible light driven oxidation of alcohols to carbonyl derivatives using 3,6-di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst

RSC Advances ◽  
2015 ◽  
Vol 5 (102) ◽  
pp. 84328-84333 ◽  
Author(s):  
Suvendu Samanta ◽  
Papu Biswas
Keyword(s):  
Visible Light ◽  
Visible Light Irradiation ◽  
Room Temperature ◽  
Light Irradiation ◽  
Metal Free ◽  
Carbonyl Derivatives ◽  
Oxidation Of Alcohols ◽  
Visible Light Driven ◽  
High Yields

A metal-free transformation of alcohols to the corresponding carbonyls in high yields under visible-light irradiation has been achieved at room temperature using di(pyridin-2-yl)-1,2,4,5-tetrazine (pytz) as catalyst.

Facile Synthesis of Thiols and Sulfides

1975 ◽  
Vol 53 (10) ◽  
pp. 1480-1483 ◽  
Author(s):  
Jean-Rock Brindle ◽  
Jean-Louis Liard
Keyword(s):  
Aromatic Ring ◽  
Sodium Borohydride ◽  
Facile Synthesis ◽  
Experimental Conditions ◽  
The Stability ◽  
High Yields

Sulfurated sodium borohydride reacts with benzylic halides to give high yields of α-toluenethiol or benzylic polysulfldes depending upon the experimental conditions and the mode of hydrolysis.Aliphatic halides and dibenzylic halides react in the same manner as benzylic halides for a given experimental condition whereas benzylic halides substituted with other groups can be totally or partially reduced depending on the stability of the substituent towards NaBH2S3.Halogens directly attached on the aromatic ring do not react with NaBH2S3.

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