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Upstream product

• 541-35-5 butanamide 
• 6607-46-1 (1,2-dibromovinyl)benzene 
• 109-73-9 N-butylamine 
• 70-11-1 α-bromoacetophenone 
• 110-69-0 butyraldehyde oxime 
• 536-74-3 phenylacetylene 
• 760-78-1 2-aminopentanoic acid 
• 98-86-2 acetophenone 
• 109-74-0 propyl cyanide 
• 3969-09-3 2-methyl-5-phenyl-1,3-oxazole 
• 75-03-6 ethyl iodide 

Relevant academic research and scientific papers

CO2/Photoredox-Cocatalyzed Tandem Oxidative Cyclization of α-Bromo Ketones and Amines to Construct Substituted Oxazoles

CO2/photoredox-cocatalyzed tandem oxidative cyclization of α-bromo ketones and amines for the preparation of substituted oxazoles has been achieved. The avoidance of using both transition-metal catalysts and peroxides makes this method more sustainable and renewable.

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

Metal-Free sp3 C-H Functionalization: PABS/I2-Promoted Synthesis of Polysubstituted Oxazole Derivatives from Arylethanones and 2-Amino-2-alkyl/arylacetic Acid

A nonmetal-catalyzed process for the synthesis of polysubstituted oxazoles from inexpensive and readily available α-amino acids and methyl ketones is established. This reaction is proposed to achieve oxidative cleavage of C(sp3)-H bonds, followed by decarboxylation and annulation. The mild reaction conditions employed in both cases enable the tolerance of a wide range of functional groups as well as high reaction efficiency.

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.

Convenient one-pot synthesis of 2,5-disubstituted oxazoles via a catalytic oxidative dehydrogenation of F3CSO3H·SiO 2-DDQ/CuCl2/LiCl

A facile one-pot synthesis of 2,5-disubstituted oxazoles was developed via cyclization of aldoximes and phenylacetylene then dehydrogenation oxidation. 2,3-dichloro-5,6-dicyano-1,4-benzoquinone was studied for the selective oxidation of oxazolines using Cu2+/Li+ as catalyst and O2 as indirect oxidant. The reaction results showed that this catalyst system can effectively catalyze the oxidation of oxazolines to the corresponding oxazoles. Thus, a variety of polysubstituted oxazoles was easily synthesized in high yields by catalytic oxidation of 2,3-dichloro-5,6-dicyano-1, 4-benzoquinone/CuCl2/LiCl/O2.

Direct synthesis of 2,5-disubstituted oxazoles through an iodine-catalyzed decarboxylative domino reaction

An efficient iodine-catalyzed synthesis of highly substituted oxazoles is presented. Starting from readily available aryl methyl ketones, β-keto esters, or styrenes, in combination with α-amino acids as amine-containing coupling partners, the corresponding 2-alkyl-5-aryl- substituted oxazoles were obtained in up to 80% yield via a decarboxylative domino reaction.

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 2,5-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.

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.

Hypervalent iodine(III) mediated synthesis of 2-substituted-5-aryloxazoles

A direct and efficient method for the preparation of 2-substituted-5- aryloxazoles was realized by reaction of aryl methyl ketones with various nitriles in the presence of phenyliodine(III) triflate.