877-39-4

Upstream product

• 55-21-0 benzamide 
• 78-95-5 chloroacetone 
• 598-31-2 1-bromoacetone 
• 7471-86-5 methyl benzimidate 
• 693-93-6 4-methyloxazole 
• 591-50-4 iodobenzene 
• 124647-50-3 N-(hydroxy-2' methyl-1' ethyl) amino-3 phenyl-3 propenoate d'ethyle 
• 97288-78-3 2-Benzoyl-3-methylisoxazol-5(2H)-one 
• 35593-63-6 2-Benzamido-propionaldehyd 
• 495416-68-7 4-methyl-2-phenyl-5-phenylsulfanyl-4,5-dihydro-oxazole 
• 67207-42-5 N-(1-Methyl-2-phenylmercapto-ethyl)-benzamid 
• 457074-41-8 N-[1-(methoxy-methyl-carbamoyl)-ethyl]-benzamide 
• 98-88-4 benzoyl chloride 

Downstream Products

• 21354-98-3 5-bromo-4-methyl-2-phenyloxazole 
• 101085-25-0 5-bromo-4-(bromomethyl)-2-phenyl-1,3-oxazole 
• 21477-21-4 4-methyl-2-(4-nitro-phenyl)-oxazole 
• 20662-90-2 2-methyl-4-phenyloxazole 
• 24956-37-4 3-phenyl-4-methylisoxazole 
• 107-31-3 Methyl formate 
• 1575-95-7 N-acetylbenzamide 
• 117049-27-1 C₁₀H₉NO₃ 
• 117049-15-7 6-Methyl-4-phenyl-2,3,7-trioxa-5-aza-bicyclo[2.2.1]hept-5-ene 
• 116897-06-4 benzoylcarbamoylmethyl formate 
• 99990-31-5 4-ethoxymethyl-5-bromo-2-phenyl-oxazole 
• 101271-99-2 N-(5-bromo-2-phenyl-oxazol-4-ylmethyl)-aniline 
• 109454-06-0 5-bromo-2-phenyl-oxazole-4-carbaldehyde-[N-(4-dimethylamino-phenyl)-oxime ] 
• 115798-52-2 S-(5-bromo-2-phenyl-oxazol-4-ylmethyl)-isothiourea; hydrobromide 

Relevant academic research and scientific papers

Pummerer reaction methodology for the synthesis of 5-thiophenyl substituted oxazoles

Treatment of N-acylamino-2-thiophenyl derivatives with N-chlorosuccinimide (2.0 equiv.) followed by SnCl4 (0.1-1.0 equiv.) provides a direct synthesis of 5-thiophenyloxazoles.

A practical approach to the synthesis of 2,4-disubstituted oxazoles from amino acids

(Matrix presented) A new sequence for the synthesis of various 2,4-disubstituted oxazoles from α-amino acids is reported. The method is shown to be general and incorporates the reagent combination, triphenylphosphine/hexachloroethane, for cyclodehydration of intermediate α-acylamino aldehydes. Implementation of this reagent system for the conversion of α-acylamino ketones to oxazoles is briefly investigated.

Chemistry of 5-oxodihydroisoxazoles. Part 18. Synthesis of oxazoles by the photolysis and pyrolysis of 2-acyl-5-oxo-2,5-dihydroisoxazoles

N-Acylisoxazol-5-ones lose carbon dioxide under photochemical and thermal conditions affording iminocarbenes which undergo intramolecular cyclisation through the oxygen of the acyl group to give oxazoles. Under photochemical conditions those acylisoxazolones with electron withdrawing groups at C-4 usually give high yields of oxazoles, while those with electron donating groups at C-4 give only poor yields: the reverse is observed under thermal conditions.

The synthesis of oxazoles by thermolysis or photolysis of 2-acylisoxazol-5-ones

N-acylisoxazol-5-ones are converted into the corresponding 2-substituted oxazoles by photolysis at 300 or 254 nm, or by flash vacuum pyrolysis. The former procedure is favoured for isoxazolones with electron withdrawing groups at C-4, and pyrolysis for all others.

SYNTHESE DE PYRROLES ET D'OXAZOLES PAR PYROLYSE DE N-(HYDROXY-2' ETHYL) AMINO-3 PROPENOATE

The gas phas pyrolysis of various N-(2'-hydroxyethyl)-3-amino propenoates 1-6 and N-(2'-hydroxy-2'-phenyl ethyl)-3-amino propanoate 7-9 at 390 deg C-420 deg C leads respectively to formylpyrroles 11-16 and benzoylpyrroles 17-19 and, in some cases, to substituted oxazoles 36-39.The results are best explained by the intermediate formation of a dicarbonyl derivative followed either by an intramolecular thermal crotonisation or a six ? electrocyclization of an azomethine ylide.

Palladium-Catalyzed Coupling of Oxazol-2-yl and 2-Oxazolin-2-yltrimethylstannanes with Aromatic Halides. A New Entry to 2-Aryl and 2-Heteroaryl Oxazoles and Oxazolines

4-Methyloxazole and 4,4-dimethyl-2-oxazoline were treated with n-butyllithium and trimethyltin chloride to give the corresponding 2-trimethylstannyl derivatives which in the presence of tetrakis(triphenylphosphine)palladium(0) as a catalyst undergo cross-