93020-55-4

Upstream product

• 4695-20-9 2-anilino-5-methyl-thiazol-4-one 
• 21486-46-4 1-phenyl-2-thiocyanato-propan-1-one 
• 62-53-3 aniline 
• 2114-00-3 2-bromo-1-phenyl-1-propanone 
• 103-85-5 monophenylthiourea 
• 133145-92-3 1-phenylpropan-1-one O-acetyl oxime 
• 103-72-0 phenyl isothiocyanate 
• 93-55-0 1-phenyl-propan-1-one 
• 100-47-0 benzonitrile 
• 333-20-0 potassium thioacyanate 
• 87456-64-2 α-tosyloxypropiophenone 

Relevant academic research and scientific papers

α-Selective C(sp3)-H Thio/Selenocyanation of Ketones with Elemental Chalcogen

A facile method is disclosed for the synthesis of α-thio/selenocyanato ketones through regioselective C-H thio/selenocyanation of ketones. The advantages include the use of easily available starting materials, high efficiency, simple operation, and easy scale-up. Control experiments provide evidence that the reaction proceeded via a radical way, while kinetic isotope effect experiments reveal that the cleavage of the C-H bond serves as the rate-limiting step.

Thiocyanation and 2-Amino-1,3-thiazole Formation in Water Using Recoverable and Reusable Glycosylated Resorcin[4]arene Cavitands

A family of three spatially directional resorcin[4]arene cavitand glycoconjugates (RCGs) have been applied as efficient recoverable and reusable inverse phase transfer catalysts for eco- A nd environmentally friendly thiocyanation and 2-amino-1,3-thiazole formation reactions in water. The results show that RCGs (1 mol %) were capable of hosting and catalyzing various water-insoluble bromo/thiocyanato substrates in water without the use of any co-organic solvents. The recoverability and reusability of RCG catalytic systems, that is, RCG1 and RCG3, were also examined upon a simple extraction of the desired products using DCM or ethyl acetate, followed by subjecting the recovered aqueous solution containing the RCG catalysts to the next reaction cycles.

Highly efficient heterogeneous copper-catalysed coupling of oxime acetates with isothiocyanates leading to 2-aminothiazoles

The heterogeneous coupling reaction of oxime acetates with isothiocyanates was achieved at 110°C in toluene in air in the presence of a bidentate nitrogen-functionalised MCM-41-immobilised copper(I) complex (MCM-41-2N-CuI) with Cs2CO3 as base to afford a variety of 2-aminothiazoles in good yields. The MCM-41-2N-CuI catalyst can be easily recovered by a simple filtration and reused at least eight times without significant loss of activity.

Copper-Catalyzed Coupling of Oxime Acetates with Isothiocyanates: A Strategy for 2-Aminothiazoles

A new strategy for 2-aminothiazoles is developed via the copper-catalyzed coupling of oxime acetates with isothiocyanates. Various 4-substituted and 4,5-disubstituted 2-aminothiazoles were formed smoothly under mild reaction conditions. This process involved copper-catalyzed N-O bond cleavage, activation of vinyl sp2 C-H bonds, and C-S/C-N bond formations. It is noteworthy that the oxime acetates were used not only as a substrate but also as a single oxidant.

Small molecule library synthesis using segmented flow

Flow chemistry has gained considerable recognition as a simple, efficient, and safe technology for the synthesis of many types of organic and inorganic molecules ranging in scope from large complex natural products to silicon nanoparticles. In this paper

Substituted 2-aminothiazoles are exceptional inhibitors of neuronal degeneration in tau-driven models of Alzheimer's disease

A novel series of 2-aminothiazoles with strong protection in an Alzheimer's disease (AD) model comprising tau-induced neuronal toxicity is disclosed. These derivatives can be synthesized in one-pot and a small SAR of the substitution within these series afforded several compounds that counteracted tau-induced cell toxicity at nanomolar concentrations. These congeners therefore have strong potential as possible treatment for Alzheimer's disease and other related tauopathies.

Efficient and expeditious synthesis of di- and trisubstituted thiazoles in PEG under catalyst-free conditions

An efficient and expeditious catalyst-free protocol was developed for the construction of di- and trisubstituted thiazoles from -haloketones and thioureas/thioamides in PEG. The reaction was carried out at ambient temperature, and the products were obtained in excellent isolated yields (91-98%). Additionally, PEG could be recovered easily and was reused without evident loss in activity.

Microwave promoted synthesis of functionalized 2-aminothiazoles

Microwave irradiation promotes the rapid one-pot synthesis of 2-aminothiazoles fromed via the condensation of α-bromoketones with thiourea.

Organoiodine(III) mediated one-pot synthesis of N-substituted 2-aminothiazoles

The synthesis of N-substituted 2-aminothiazoles has been achieved in one-pot by the successive treatment of acetophenones with [hydroxy(tosyloxy) iodo)benzene (HTIB), potassium thiocyanate and appropriate aniline.

Expedient synthesis of N-substituted 2-aminothiazoles

The reaction of α-halo ketones 1 with potassium thiocyanate and amines 3 offers the advantage of an efficient one-pot synthesis of the title compounds 4 from readily available starting materials.