220867-82-3

Upstream product

• 624-65-7 2-propynyl chloride 
• 614-21-1 2-nitroacetophenone 
• 4937-87-5 N-hydroxy-2-oxo-2-phenylethanimidoyl chloride 
• 536-74-3 phenylacetylene 
• 18719-41-0 5-chloropent-2-yne 

Downstream Products

• 392699-95-5 3-benzoyl-5-dimethylaminomethylisoxazole 
• 1009621-72-0 (5-chloromethyl-isoxazol-3-yl)-cyclohexyl-phenyl-methanol 
• 392699-97-7 3-(1-hydroxybenzyl)-5-dimethylaminomethylisoxazole 
• 392700-01-5 3-(1-cyclohexyl-1-hydroxybenzyl)-5-dimethylaminomethylisoxazole 
• 392699-99-9 3-(1-hydroxy-1-phenylbenzyl)-5-dimethylaminomethylisoxazole 
• 392700-03-7 2,2-diphenyl-5-dimethylaminomethyl-3(2H)-furanone 
• 1009621-25-3 (R)-(5-chloromethyl-isoxazol-3-yl)-cyclohexyl-phenyl-methanol 
• 1009621-26-4 (S)-(5-chloromethyl-isoxazol-3-yl)-cyclohexyl-phenyl-methanol 

Relevant academic research and scientific papers

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.

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.

Application of silica gel-supported polyphosphoric acid (PPA/SiO 2) as a reusable solid acid catalyst to the synthesis of 3-benzoylisoxazoles and isoxazolines

3-Benzoylisoxazoles were synthesized by the reaction of alkynes and benzoylnitromethane using silica gel-supported polyphosphoric acid (PPA/SiO 2). This reaction provides a convenient, efficient, and reusable synthetic method of isoxazole deriv

Synthesis and structure-activity relationships in a set of new antimuscarinic agents

Three quaternary ammonium salts (4-6), related to muscarine and muscarone, were designed as antimuscarinic agents and synthesized by means of a iodoetherification reaction carried out on an unsaturated diol. The structurally related furanone 7 together with isoxazoles 10-12 and Δ2-isoxazolines 14 and 15 were in turn obtained via 1,3-dipolar cyloaddition of benzoylformonitrile oxide to suitable alkynes and alkenes. The new derivatives were tested in vitro for antimuscarinic activity at guinea pig atria (M2) and at two different M3 tissue preparations (rat jejunum and guinea pig bladder). Selected compounds were also examined for binding activity at M1, M2, and M3 muscarinic receptors. The major part of the derivatives under study behaved as highly potent, though non selective, muscarinic antagonists. We propose selected geometrical parameters capable of predicting the selectivity of new antagonists for M2 versus M3 receptors.

Reactions of Acetylenic Hydrocarbons with Dimedone and Some α-Nitroketones

Vinylation of acetylene and phenylacetylene with dimedone in the presence of catalytic amounts of sulfuric acid is accompanied by addition of the second dimedone molecule, followed by intramolecular cyclization in the case of phenylacetylene. Reactions of