38266-87-4

Upstream product

• 60-29-7 diethyl ether 
• 57784-57-3 (Z)-thiophene-2-carbaldehyde oxime 
• 98-03-3 thiophene-2-carbaldehyde 
• 27757-85-3 2-Aminomethylthiophene 
• 96-29-7 ethyl methyl ketone oxime 

Downstream Products

• 42456-59-7 thiophene-2-carbaldehyde-((E)-O-phenylcarbamoyl oxime ) 
• 1003-31-2 thiophene-2-carbonitrile 
• 140451-60-1 O-benzyl oxime of 2-thiophenecarboxaldehyde 
• 98-03-3 thiophene-2-carbaldehyde 
• 5813-89-8 2-thiophenylcarboxamide 
• 140451-63-4 2-{3-[(E)-Benzyloxyimino]-2-oxo-3-thiophen-2-yl-propyl}-isoindole-1,3-dione 
• 140451-64-5 1-(3,5-Dinitro-phenyl)-2-thiophen-2-yl-ethane-1,2-dione 2-(O-benzyl-oxime) 
• 42456-59-7 carbanilic acid derivative of α-thiophen-anti-aldoxime 

Relevant academic research and scientific papers

Annulation of Oxime-Ether Tethered Donor–Acceptor Cyclopropanes

Novel oxime-ether tethered cyclopropanes, when exposed to Yb(OTf)3 and heat, annulate to generate hydropyrrolo-oxazines products that can be taken to their respective pyrrolidines via hydrogenative N?O bond cleavage. The hydropyrrolo-oxazines are generated in a diastereoselective manner isolating the cis or trans product based on the temperature of the reaction. 20 examples of selective cis and trans hydropyrrolo-oxazines were generated in high yields by temperature control.

A mild system for synthesis of aldoximes and ketoximes in the presence of N-hydroxyphthalimide in aqueous system

An efficient method for synthesis of oximes from aldehydes or ketones with N-hydroxyphthalimide or N-hydroxysuccinimide in water has been described. It is the first time to utilize NHPI as an oximation reagent to synthesize aldoximes and ketoximes from the corresponding organic carbonyl compounds without other reagents. The reaction tolerates various functional groups and affords the corresponding oximes in 76%–98% yields. The by-product phthalic acid can be recycled from the system. In addition, this method has been successfully applied to the synthesis of the precursor of some pharmacologically active amide molecules.

Br?nsted acid catalyzed transoximation reaction: Synthesis of aldoximes and ketoximes without use of hydroxylamine salts

The transoximation reaction enables the transfer of an oxime to a carbonyl compound and is catalyzed by transoximase in the pupae of the silkworm. Inspired by this bio-synthetic pathway, we achieved the transoximation of oximes to aldehydes and ketones catalyzed by a Br?nsted acid under mild conditions. Hydroxylamine salt, which necessitates a stoichiometric amount of base, was not required. NMR analysis clarified that this reaction proceeded through hydroxylamines generated by the successive hydrolysis of the oxime in situ. In addition, an environmentally benign method for catalytic transoximation was demonstrated in aqueous medium on a one hundred gram scale and the reaction filtrate containing the catalyst was recovered and reused over 10 times.

3-methyl-4-oxa-5-azahomoadamantane as an organocatalyst for the aerobic oxidation of primary amines to oximes in water

A simple and efficient catalytic system for the aerobic oxidation of primary amines into corresponding oximes has been developed, with 3-methyl-4-oxa-5-azahomoadamantane as catalyst, acetaldoxime as co-catalyst and water as solvent. This process, which uses oxygen (O2) as an economic and green oxidant and water as a green solvent, tolerates a wide range of substrates, affording the target oximes in moderate to excellent yields. It was found that high selectivity was achieved when 3-methyl-4-oxa-5-azahomoadamantane was used, and E-type oximes were the only detected products. A possible mechanism for this catalytic process is proposed.

A novel and efficient catalytic system including TEMPO/acetaldoxime/InCl3 for aerobic oxidation of primary amines to oximes

A simple and efficient catalytic system including TEMPO/acetaldoxime/InCl3 for aerobic oxidation of primary amines to corresponding oximes by using toluene as the solvent is described. This practical method can use O2 as the economic and green oxidant, tolerate a wide range of substrates, which can afford the target oximes in moderate to excellent yields.

The effect of neutral oximes on the reactivation of human acetylcholinesterase inhibited with paraoxon

Important defense agents against chemical warfare weapons, which are reactivators of human acetylcholinesterase (huAChE) inhibited by neurotoxic organophosphorus compounds (OP), need a reasonable permeation of the hematoencephalic barrier (HB). In this wo

Novel terpene based 1,4,2-dioxazoles: Synthesis, characterization, molecular properties and screening against Entamoeba histolytica

In present investigation a series of 20 dioxazole analogues (1-20) were synthesized, characterized and subjected to molecular properties prediction, anti-amoebic screening and cytotoxicity evaluation. Out of the twenty compounds viz. 3,5-substituted-1,4,2-dioxazoles, six compounds have shown IC50 values in the range (1.00-1.10 μM) lower than the standard drug metronidazole (IC50 = 1.45 μM). The toxicological studies of the active compounds on H9c2 rat cardiac myoblasts showed that all compounds were nontoxic. The pKa, and log P values have also been predicted. Compound 8 showed the most promising results based on anti-amoebic evaluation, cytotoxicity studies and physico-chemical properties prediction.

Alumina sulfuric acid mediated solvent-free and one-step Beckmann rearrangement of ketones and aldehydes and a useful reagent for synthesis of keto- and ald-oximes

Under solvent-free conditions, one-step Beckmann rearrangement of a variety of ketones and aldehydes could proceed in the presence of alumina sulfuric acid (ASA). The ASA reagent can also be used for the preparation of keto- and ald-oximes.

Highly efficient and catalytic conversion of aldoximes to nitriles

(Matrix Presented) Catalytic dehydration of aldoximes can be performed highly efficiently with a catalyst system of [RuCl2(p-cymene)]2/molecular sieves under essentially neutral and mild conditions, and various types of cyano compounds are produced in good to excellent yields.