Deprotection Chemistry Mediated by ZrOCl<sub>2</sub> · 8H<sub>2</sub>O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone

Saikia, Lakhinath; Das, Subrata; Thakur, Ashim Jyoti

doi:10.1080/00397911003797783

Cited by 5 publications

(1 citation statement)

References 17 publications

(14 reference statements)

Supporting

Mentioning

Contrasting

Order By: Relevance

“…In continuation to our interest in protection and deprotection chemistry [ 29 , 30 ], we have developed a novel, quick, environmentally safe, and clean synthesis of aldoximes and ketoximes under grinding condition (Scheme 1 ) utilizing pestle and mortar under solvent-free condition. The method makes use of local heat generated by simply grinding the reactants and catalyzed by cheap and commercially available Bi 2 O 3 for driving the chemical reaction at room temperature.…”

Section: Introductionmentioning

confidence: 99%

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

2011

Self Cite

View full text Add to dashboard Cite

BackgroundSynthesis of oximes is an important reaction in organic chemistry, because these versatile oximes are used for protection, purification, and characterization of carbonyl compounds. Nitriles, amides via Beckmann rearrangement, nitro compounds, nitrones, amines, and azaheterocycles can be synthesised from oximes. They also find applications for selective α-activation. In inorganic chemistry, oximes act as a versatile ligand.Several procedures for the preparation of oximes exist, but, most of them have not addressed the green chemistry issue. They are associated with generation of pollutants, requirement of high reaction temperature, low yields, lack of a generalized procedure, etc. Hence, there is a demand for developing an efficient, convenient, and non-polluting or less polluting alternative method for the preparation of oximes. In this context, bismuth compounds are very useful as they are cheap in general, commercially available, air stable crystalline solids, safe, and non-toxic, hence easy to handle.ResultsCarbonyl compounds (aliphatic, heterocyclic, and aromatic) were converted into the corresponding oximes in excellent yields by simply grinding the reactants at room temperature without using any solvent in the presence of Bi2O3. Most importantly, this method minimizes waste disposal problems, provides a simple yet efficient example of unconventional methodology and requires short time.ConclusionsWe have developed a novel, quick, environmentally safe, and clean synthesis of aldoximes and ketoximes under solvent-free grinding condition.

show abstract

Section: Introductionmentioning

confidence: 99%

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

2011

Self Cite

View full text Add to dashboard Cite

show abstract

ChemInform Abstract: Deprotection Chemistry Mediated by ZrOCl₂·8H₂O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone.

2011

View full text Add to dashboard Cite

show abstract

Two Different Green Catalytic Systems for One‐Pot Regioselective and Chemoselective Synthesis of Some Pyrimido[4,5‐d]Pyrimidinone Derivatives in Water

Rimaz

Khalafy

Mousavi

et al. 2017

Journal of Heterocyclic Chem

View full text Add to dashboard Cite

In this work, we have developed green and efficient regioselective and chemoselective syntheses of 5‐aryloyl‐1,3‐dimethyl‐7‐thioxo‐5,6,7,8‐tetrahydropyrimido[4,5‐d]pyrimidine‐2,4(1H,3H)‐dione and 5‐aryloyl‐1,3‐dimethyl‐2,7‐dithioxo‐2,3,5,6,7,8‐hexahydropyrimido[4,5‐d]pyrimidin‐4(1H)‐one derivatives via one‐pot three‐component Biginelli‐like condensation of arylglyoxal monohydrates, N,N‐dimethylbarbituric acid or N,N‐dimethyl‐2‐thiobarbituric acid, and thiourea in water at 50°C. The presence of two different green catalytic systems (ZrOCl2.8H2O and also DABCO) proceeded efficiently to afford the desired products in good‐to‐excellent yields. An aqueous reaction medium, high regioselectivity and chemoselectivity, simple operation and suitable yields of products are the important features of these green protocols.

show abstract

Deprotection Chemistry Mediated by ZrOCl₂ · 8H₂O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone

Cited by 5 publications

References 17 publications

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

ChemInform Abstract: Deprotection Chemistry Mediated by ZrOCl₂·8H₂O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone.

Two Different Green Catalytic Systems for One‐Pot Regioselective and Chemoselective Synthesis of Some Pyrimido[4,5‐d]Pyrimidinone Derivatives in Water

Contact Info

Product

Resources

About

Deprotection Chemistry Mediated by ZrOCl2 · 8H2O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone

Cited by 5 publications

References 17 publications

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

A rapid, convenient, solventless green approach for the synthesis of oximes using grindstone chemistry

ChemInform Abstract: Deprotection Chemistry Mediated by ZrOCl2·8H2O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone.

Two Different Green Catalytic Systems for One‐Pot Regioselective and Chemoselective Synthesis of Some Pyrimido[4,5‐d]Pyrimidinone Derivatives in Water

Contact Info

Product

Resources

About

Deprotection Chemistry Mediated by ZrOCl₂ · 8H₂O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone

ChemInform Abstract: Deprotection Chemistry Mediated by ZrOCl₂·8H₂O: An Efficient, Mild, and Green Method for the Conversion of Oximes to Carbonyl Compounds in Aqueous Acetone.