3672-49-9

Upstream product

• 4937-87-5 N-hydroxy-2-oxo-2-phenylethanimidoyl chloride 
• 536-74-3 phenylacetylene 
• 495-71-6 phenacylacetophenone 
• 7064-02-0 phenyl (5-phenyl-4,5-dihydroisoxazol-3-yl)methanone 
• 1087-09-8 1,4-diphenyl-but-2-yne-1,4-dione 
• 20913-05-7 (Benzoylmethylene)triphenylphosphorane 
• 86340-05-8 3-benzoyl-5-phenylisoxazole oxime 
• 87613-29-4 (Z)-3-benzoyl-5-phenylisoxazole phenylhydrazone 
• 614-21-1 2-nitroacetophenone 
• 532-54-7 oxo-phenyl-acetaldehyde oxime 
• 7697-37-2 nitric acid 
• 1004-22-4 (phenylethynyl)sodium 
• 4440-01-1 lithium phenylacetylide 
• 104-54-1 3-Phenylpropenol 

Downstream Products

• 101291-06-9 N⁽³⁾,5-diphenylizoxazole-3-carboxamide 
• 875249-33-5 [5-(4-nitro-phenyl)-isoxazol-3-yl]-phenyl ketone 
• 31970-74-8 phenyl(5-phenyloxazol-2-yl)methanone 
• 31879-47-7 2-benzoyl-3-oxo-3-phenylpropanenitrile 
• 15231-17-1 N-benzoylbenzoylacetamide 
• 119441-65-5 N-(4-Methoxy-phenyl)-N'-[1-phenyl-1-(5-phenyl-isoxazol-3-yl)-meth-(Z)-ylidene]-hydrazine 
• 119441-66-6 N-(4-Nitro-phenyl)-N'-[1-phenyl-1-(5-phenyl-isoxazol-3-yl)-meth-(Z)-ylidene]-hydrazine 
• 87613-32-9 1-methyl-2-phenyl-3-(2,5-diphenyl-1,2,3-triazol-4-yl)indole 
• 87613-31-8 N-Methyl-N-phenyl-N'-[1-phenyl-1-(5-phenyl-isoxazol-3-yl)-meth-(E)-ylidene]-hydrazine 
• 31879-39-7 2,4-diphenyl-5-phenacyl-1,2,3-triazole 
• 87613-29-4 (Z)-3-benzoyl-5-phenylisoxazole phenylhydrazone 
• 87613-30-7 (E)-3-benzoyl-5-phenylisoxazole phenylhydrazone 
• 86340-05-8 3-benzoyl-5-phenylisoxazole oxime 
• 844-69-9 1-phenyl-2-(4-phenyl-1,2,5-oxadiazol-3-yl)ethanone 

Relevant academic research and scientific papers

Tert-Butyl Nitrite-Mediated Domino Synthesis of Isoxazolines and Isoxazoles from Terminal Aryl Alkenes and Alkynes

A sequential construction of C-C, C-O, C = N, and C = O bonds from alkenes leading to the direct synthesis of isoxazolines in the presence of tert-butyl nitrite, quinoline, and the Sc(OTf)3 catalyst in DCE at 80 °C has been accomplished. An unprecedented three consecutive C-H functionalizations of two styrenes are involved in this isoxazoline synthesis. In this radical-mediated reaction, one-half of the aryl alkene is converted into an intermediate 2-nitroketone, which serves as a 1,3-dipolarophile and undergoes cycloaddition with the other half of the unreacted aromatic terminal alkene. The use of an alkyne in lieu of an alkene leads to the formation of isoxazole under identical reaction conditions.

Synthesis of tetrafunctionalized 2-azido-3-hydroxy-1,4-diones and their transformation into 5-substituted 3-acylisoxazoles

An efficient synthesis of 2-azido-3-hydroxy-1,4-diones, based on the base-induced coupling of α-azido ketones and α-oxo aldehydes, has been developed. The coupling reaction took place with moderate to good diastereoselectivity. The relative configurations of the adducts have been determined by X-ray analysis. Treatment of tetrafunctionalized synthons 2-azido-3-hydroxy-1,4-diones with mesyl chloride in the presence of base afforded 5-substituted 3-acylisoxazoles, through 2-azido-2-alkene-1,4-dione intermediates. Analogous treatment of α-azido ketones with α-oxo esters resulted in the formation of the unstable 3-azido-2-hydroxy-4-oxobut-anoates. Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.

1,2,5-Oxadiazole (Furazan) derivatives from benzoylnitromethane and dipolarophiles in the presence of DABCO: Structure and intermediates

Furazan (1,2,5-oxadiazole) derivatives are obtained along with isoxazolines from the reaction of benzoylnitromethane with dipolarophiles in the presence of DABCO. Furazans are shown to derive from the intermediate dibenzoylfuroxan (3,4-dibenzoyl-1,2,5-oxa

Synthesis of 3-Acyl-Isoxazoles via Radical 5-endo trig Cyclization of β,γ-Unsaturated Ketones with NaNO2

Here we report a facile cyclization reaction of β,γ-unsaturated ketones with NaNO2 under mild conditions to construct 3-acyl-isoxazoles. This transformation is realized via nitrosation of the activated methylene, radical 5-endo trig cyclization

Does electrophilic activation of nitroalkanes in polyphosphoric acid involve formation of nitrile oxides?

The mechanistic rationale involving activation of nitroalkanes towards interaction with nucleophilic reagents in the presence of polyphosphoric acid (PPA) was re-evaluated. Could nitrile oxide moieties be formed during this process? This experiment demonstrates that at least in some cases this could happen, as generated nitrile oxides were successfully intercepted as adducts of [3 + 2] cycloadditions. This journal is

A Facile Approach to the Synthesis of 3-Acylisoxazole Derivatives with Reusable Solid Acid Catalysts

Nitrile oxides were formed from nitro ketones using silica gel-supported sodium hydrogen sulfate (NaHSO4/SiO2) or Amberlyst 15 as solid acid catalyst, and then the corresponding 3-acylisoxaszoles were obtained by reacting with alkynes via the 1,3-dipolar [3+2] cycloaddition. These heterogeneous catalysts are easily separable from the reaction mixture and reused. This synthetic method provides a facile, efficient, and reusable production of 3-acylisoxazoles.

Mechanochemistry Enabled Construction of Isoxazole Skeleton via CuO Nanoparticles Catalyzed Intermolecular Dehydrohalogenative Annulation

A dehydrohalogenative approach for isoxazole annulation by partnering β-vinyl halides and α-nitrocarbonyls under mechanochemical setting was accomplished. This chemistry is operative under the cooperative catalysis of cupric oxide nanoparticles (50 nm) a

Iron Nitrate-Mediated Selective Synthesis of 3-Acyl-1,2,4-oxadiazoles from Alkynes and Nitriles: The Dual Roles of Iron Nitrate

A direct strategy for the selective synthesis of 3-acyl-1,2,4-oxadiazoles from alkynes and nitriles has been developed under iron(III) nitrate-mediated conditions. The mechanism includes three sequential procedures: Iron(III) nitrate-mediated nitration of

Harnessing the TEMPO-Catalyzed Aerobic Oxidation for Machetti-De Sarlo Reaction toward Sustainable Synthesis of Isoxazole Libraries

A practical synthesis of isoxazole/isoxazoline derivatives via Machetti-De Sarlo reaction under sustainable conditions has been accomplished. This protocol involves the use of readily available 2,2,6,6-tetramethylpiperidine-N-oxyl (TEMPO) to catalyze the

Iron-Mediated Synthesis of Isoxazoles from Alkynes: Using Iron(III) Nitrate as a Nitration and Cyclization Reagent

A simple and direct method for the iron(III) nitrate-mediated synthesis of isoxazoles from alkynes has been developed; both self-coupling and cross-coupling products could be successfully prepared from alkynes. Meanwhile, for the cross-coupling and cyclizing of two different alkynes examined, the iron-mediated system shows a good chemoselectivity for the synthesis of corresponding isoxazoles. In our method, cheap and eco-friendly iron(III) nitrate is used as the nitration and cyclization reagent, and KI is used as the additive; they both play a positive role in this transformation. Furthermore, a different mechanism for the formation of isoxazoles from alkynes has been proposed.