76843-12-4

Upstream product

• 93-55-0 1-phenyl-propan-1-one 
• 107-12-0 propiononitrile 
• 79-03-8 propionyl chloride 
• 13213-36-0 1-phenylpropan-2-one oxime 

Downstream Products

• 76843-15-7 C₂₂H₁₈O 

Relevant academic research and scientific papers

METHOD FOR PRODUCING OXAZOLE COMPOUND

PROBLEM TO BE SOLVED: To provide a method for producing an oxazole compound which makes it possible to obtain an oxazole compound inexpensively and safely. SOLUTION: A ketone compound, a nitrile compound, an iodinating agent, an oxidizing agent and an acid catalyst are mixed for a reaction to obtain an oxazole compound. SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2016,JPOandINPIT

One-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from aromatic ketones with molecular iodine, oxone, and trifluoromethanesulfonic acid in nitriles

Alkyl aryl ketones were successfully converted into the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles in good to moderate yields in a one-pot manner, utilizing iodine, Oxone, and trifluoromethanesulfonic acid in nitriles under transition-metal-free conditions. The present method could be used for the preparation of Oxaprozin from benzyl phenyl ketone and succinonitrile. A possible reaction mechanism was proposed in which the key intermediates were α-iodoalkyl aryl ketones and α-iodosylalkyl aryl ketones.

Iodoarene-mediated one-pot preparation of 2,5-disubstituted and 2,4,5-trisubstituted oxazoles from alkyl aryl ketones with oxone in nitriles

The reaction of alkyl aryl ketones with Oxone and trifluoromethanesulfonic acid in the presence of iodoarene in acetonitrile, propionitrile, butyronitrile, and isobutyronitrile, provided directly the corresponding 2,5-disubstituted and 2,4,5-trisubstituted oxazoles, respectively, in moderate yields. Here, reactive aryliodonium I(III) species is formed in situ by the reaction of iodoarene with Oxone and trifluoromethanesulfonic acid, and the formed aryliodonium I(III) species reacts with alkyl aryl ketone to generate β-keto iodonium species. Then, β-keto iodonium species reacts with nitrile to produce the corresponding oxazole. In principle, iodoarene works as a catalyst. However, 1 equiv of iodoarene is required because 1 equiv of reactive aryliodonium I(III) species must be formed before the reaction with alkyl aryl ketone.

Iodoarene-catalyzed one-pot preparation of 2,4,5-trisubstituted oxazoles from alkyl aryl ketones with mCPBA in nitriles

2,4,5-Trisubstituted oxazoles could be easily prepared in moderate yields by the reaction of alkyl aryl ketones, iodoarene, m-chloroperbenzoic acid, and trifluoromethanesulfonic acid in acetonitrile, propionitrile, butyronitrile, and isobutyronitrile, res

Iodoarene-mediated one-pot preparation of 2,4,5-trisubstituted oxazoles from ketones

2-Methyl-5-aryloxazole and 2-ethyl-5-aryloxazole derivatives were smoothly and efficiently obtained in one-pot manner from alkyl aryl ketones with iodoarene, m-chloroperbenzoic acid, and trifluoromethanesulfonic acid in acetonitrile and propionitrile, res

Base-promoted reactions of α-azido ketones with aldehydes and ketones: A novel entry to α-azido-β-hydroxy ketones and 2,5-dihydro-5-hydroxyoxazoles

The base-promoted reaction of α-azido ketones with aldehydes and ketones provides a new and simple route to either α-azido-β-hydroxy ketones, which are valuable 1,2,3-trifunctionalized synthons, or 2,5-dihydro-5-hydroxyoxazoles, which are a little known type of oxazoline. These two products are formed by the electrophilic trapping of two different anions that are produced sequentially during the reaction. The α-azido-β-hydroxy ketones are formed by an aldol reaction between an enolate of the α-azidoketone and an aldehyde. The 2,5-dihydro-5-hydroxyoxazoles are formed by electrophilic trapping of an imino anion which is produced by nitrogen loss from the α-azido ketone enolate.

A Convenient Synthesis of 2,4,5-Trisubstituted Oxazoles

Various 2,4,5-trisubstituted oxazoles (2) have been prepared from the ketoximes (1) in a single step, bei treating the latter with acid chlorides at 80-135 deg C for 8-36 hr.