135307-33-4

Upstream product

• 1816-88-2 2-azido-1-phenylethan-1-one 
• 103-72-0 phenyl isothiocyanate 
• 536-74-3 phenylacetylene 
• 622-34-4 1-phenylcyanamide 
• 613-92-3 N-hydroxybenzenecarboximidamide 
• 100-47-0 benzonitrile 
• 5468-37-1 2-aminoacetophenone hydrochloride 
• 62-53-3 aniline 
• 532-27-4 1-chloroacetophenone 
• 2564-83-2 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical 
• 70-11-1 α-bromoacetophenone 
• 98-86-2 acetophenone 
• 16172-23-9 5-phenyl-1,3-oxazole-2-thiol 
• 62124-43-0 2-Chloro-5-phenyloxazole 

Relevant academic research and scientific papers

Microwave mediated synthesis of 2-aminooxazoles

A microwave mediated synthesis of 2-aminooxazoles at 150 °C was developed, providing products with a variety of functional groups. The reaction takes 5 min and provides product with a simple precipitation at moderate to good yields without the need for recrystallization or flash chromatography.

Electrochemical desulfurative cyclization accessing oxazol-2-amine derivatives via intermolecular C?N/C?O bond formation

A practical protocol has been established to access diverse oxazol-2-amine derivatives in one step via the electrochemical desulfurative cyclization of isothiocyanates and α-amino ketones. On the basis of the cycle of in situ generation of iodine/ desulfurative cyclization/iodide anion regeneration, the reaction is performed under metal-free and external-oxidant-free electrolytic conditions to achieve the formation of intermolecular C?O and C?N bonds, providing oxazol-2-amines in moderate to excellent yields.

Synthesis of 2-Amino Substituted Oxazoles from α-Amino Ketones and Isothiocyanates via Sequential Addition and I2-Mediated Desulfurative Cyclization

Oxazol-2-amines were synthesized by annulation of α-amino ketones and isothiocyanates. This sequential synthetic process involves addition of α-amino ketones to isothiocyanates and I2-promoted desulfurative cyclization omitting isolation of the less stable thiourea intermediates. It is transition metal-free and operationally simple, providing access to a variety of 2-amino substituted oxazole derivatives under mild reaction conditions. (Figure presented.).

Development of a One-Pot Synthetic Method for Multifunctional Oxazole Derivatives Using Isocyanide Dichloride

A one-pot synthetic method was developed for multifunctional dihydrooxazole and oxazole derivatives. New reaction sequences were developed involving the formation of isocyanide dichloride, an aldol-type reaction with aldehydes, and a nucleophilic addition-elimination reaction, which efficiently afforded the dihydrooxazole and oxazole scaffolds.

Facile Gold-Catalyzed Heterocyclization of Terminal Alkynes and Cyanamides Leading to Substituted 2-Amino-1,3-Oxazoles

Facile gold-catalyzed heterocyclization based upon intermolecular trapping of the generated α-oxo gold carbenes with various cyanamides R2R3NCN (R2/R3 = Alk/Alk, -(CH2)2O(CH2)2-, Ar/Ar, Ar/H) has been developed. In most cases, 2-amino-1,3-oxazoles functionalized at the nitrogen atom as well as at the fifth position of the heterocyclic ring (12 examples) were isolated in good to moderate yields.

Discovery and evaluation of 2-anilino-5-aryloxazoles as a novel class of VEGFR2 kinase inhibitors

A series of derivatives of 2-anilino-5-phenyloxazole (5) has been identified as inhibitors of VEGFR2 kinase. Herein we describe the structure-activity relationship (SAR) of this novel template. Optimization of both aryl rings led to very potent inhibitors at both the enzymatic and cellular levels. Oxazole 39 had excellent solubility and good oral PK when dosed as the bis-mesylate salt and demonstrated moderate in vivo efficacy against HT29 human colon tumor xenografts. X-ray crystallography confirmed the proposed binding mode, and comparison of oxazoles 39 and 46 revealed interesting differences in orientation of 2-pyridyl and 3-pyridyl rings, respectively, attached at the meta position of the 5-phenyl ring.

Tyrosine kinase inhibitors

The present invention relates to compounds which inhibit, regulate and/or modulate tyrosine kinase signal transduction, compositions which contain these compounds, and methods of using them to treat tyrosine kinase-dependent diseases and conditions, such

NEW APPLICATIONS OF IMINOPHOSPHORANES. THE PREPARATION OF β-KETO CARBODIIMIDES AND THEIR REARRANGEMENT TO 2-AMINO-1,3-OXAZOLES

β-Keto carbodiimides (3) have been synthesized by reacting 2-azido ketones (1) with triphenylphosphine in the presence of isocyanates/isothiocyanates; the former compounds (3) are readily transformed into 2-amino-1,3-oxazoles (4).Key words: Synthesis; imi