25205-87-2

Upstream product

• 3424-93-9 4-methoxyphenylacetamide 
• 70-11-1 α-bromoacetophenone 
• 55153-14-5 2-(4-methoxybenzoyloxy)-1-phenylethanone 
• 934-56-5 trimethyl(phenyl)stannane 
• 170235-12-8 2-(4-methoxyphenyl)-4-oxazolyl trifluoromethanesulfonate 
• 6607-46-1 (1,2-dibromovinyl)benzene 
• 536-45-8 sodium anisate 
• 100-09-4 4-methoxybenzoic acid 
• 98-80-6 phenylboronic acid 
• 38846-41-2 Bu₂Sn{OCO(4-MeOC₆H₄)}2 
• 536-74-3 phenylacetylene 
• 57764-64-4 2-(4-methoxy-phenyl)-oxazol-4-one 
• 100-07-2 4-methoxy-benzoyl chloride 

Downstream Products

• 62921-44-2 3-(4-methoxyphenyl)-4-phenylisoxazole 
• 62921-39-5 4-(4-methoxyphenyl)-2-phenyloxazole 
• 92560-95-7 2-(p-Hydroxyphenyl)-4-phenyloxazole 
• 92561-01-8 [4-(4-Phenyl-oxazol-2-yl)-phenoxy]-acetic acid ethyl ester 
• 92561-02-9 2-Methyl-2-[4-(4-phenyl-oxazol-2-yl)-phenoxy]-propionic acid ethyl ester 

Relevant academic research and scientific papers

Synthesis of multiply arylated pyridines

We have achieved a synthesis of multiply arylated pyridines by using a [4 + 2] cycloaddition of 2,4-diaryl-5-chloroxazoles and cinnamic acids as a key reaction. The resulting hydroxytriarylpyridines can be derivatized into triarylpyridines, tetraarylpyrid

A novel synthetic method of 2,4-disubstituted oxazoles using carboxylic acid-derived Bu2Sn[OC(O)R]2

A novel synthetic method for the preparation of 2,4-disubstituted oxazoles was developed, entailing the reaction of dibutyltin diacylates Bu2Sn[OC(O)R]2 with 1-substituted acetylenes and TMSN3 to afford a range of 2,4-disu

Divergent Palladium-Catalyzed Tandem Reaction of Cyanomethyl Benzoates with Arylboronic Acids: Synthesis of Oxazoles and Isocoumarins

A palladium-catalyzed tandem reaction of cyanomethyl benzoates with arylboronic acids has been achieved. Substitution at the 2-position of cyanomethyl benzoates was found to be crucial for the selective synthesis of oxazoles and isocoumarins. Cyanomethyl

Radical cascade synthesis of azoles: via tandem hydrogen atom transfer

A radical cascade strategy for the modular synthesis of five-membered heteroarenes (e.g. oxazoles, imidazoles) from feedstock reagents (e.g. alcohols, amines, nitriles) has been developed. This double C-H oxidation is enabled by in situ generated imidate

Synthesis of 2,4- and 2,4,5-substituted oxazoles via a silver triflate mediated cyclization

2,4- and 2,4,5-substituted oxazoles were prepared from a broad range of bromo-ketones and amides in high yield and purity.

A domino copper-catalyzed C-N and C-O cross-coupling for the conversion of primary amides into oxazoles

A variety of oxazoles can efficiently be prepared, in a single step and in good yield, from primary amides and 1,2-dihaloalkenes using copper-catalysis. This new method allows the regioselective formation of a range of substituted oxazoles. The required 1,2-dihaloalkenes can prepared by simple treatment of alkynes with elemental bromine or iodine. Georg Thieme Verlag Stuttgart.

Unusual rearrangements of 2-aroylimidoyl-2-phenylethylidene to 2,5- disubstituted oxazoles

Flash vacuum pyrolysis of 2-aroyl-3-phenylisoxazol-5(2H)-ones leads to good yields of 2-aryl-4-phenyloxazoles, and smaller quantities of 2-aryl-5- phenyloxazoles and 5-aryl-2-phenyloxazoles. The mechanism of formation of the 2,5-disubstituted products has been investigated by 13C and substituent labelling, and a non-statistical breakdown of a symmetrical intermediate is invoked to rationalise the product formation.

Total synthesis of dimethyl sulfomycinamate

Dimethyl sulfomycinamate (1), a methanolysis product from the natural antibiotic sulfomycin I, is synthesized in 11 steps. The chemistry of various pyridine, thiazole, and oxazole heterocycles and their coupling reactions under palladium catalysis are examined. The key transformations in the synthesis are the selective palladium-catalyzed coupling reactions on doubly activated pyridine 62 and the condensation reaction between bromo ketone 69 and amide 28 to form the oxazole moiety 76. The first preparation of oxazole triflates is described, as are some of their chemical properties.

A novel improved procedure for the synthesis of oxazoles

In the present work a novel improved and convenient procedure for the synthesis of oxazoles has been developed. Acetamide, instead of ammonium acetate, was used to react with phenacyl benzoates in boiling xylene in the presence of BF3/Et2

Total synthesis of dimethyl sulfomycinamate

The first total synthesis of dimethyl sulfomycinamate (1) is described. Highlights of the synthesis include a selective palladium-catalyzed coupling reaction on the bromotriflate 21, and a condensation reaction to form the oxazole ring.