870127-38-1

Upstream product

• 593-56-6 N-methoxylamine hydrochloride 
• 7338-94-5 1,3-diphenyl-2-propynone 
• 98-88-4 benzoyl chloride 
• 536-74-3 phenylacetylene 
• 2446-51-7 N-methoxybenzamide 
• 1429896-89-8 (Z)-N-methoxybenzimidic 4-methylbenzenesulfonic anhydride 

Downstream Products

• 10557-78-5 3,5-diphenyl-4-bromoisoxazole 
• 24768-82-9 4-iodo-3,5-diphenylisoxazole 
• 1365163-02-5 (E)-3-(3,5-diphenylisoxazol-4-yl)-1-morpholinoprop-2-en-1-one 
• 68221-11-4 3,5-diphenyl-4-vinylisoxazole 
• 1365162-96-4 4-(1-ethoxyvinyl)-3,5-diphenylisoxazole 
• 1422017-94-4 4-(4-fluorophenylselenyl)-3,5-diphenylisoxazole 
• 1422017-95-5 4-(4-chlorophenylselenyl)-3,5-diphenylisoxazole 
• 1422017-96-6 3,5-diphenyl-4-((3-trifluoromethyl)phenylselenyl)isoxazole 
• 1422017-97-7 4-(4-methylphenylselenyl)-3,5-diphenylisoxazole 
• 1422017-98-8 4-(2-methylphenylselenyl)-3,5-diphenylisoxazole 
• 1422017-99-9 4-(butylselenyl)-3,5-diphenylisoxazole 
• 1422018-00-5 4-(ethylselenyl)-3,5-diphenylisoxazole 
• 2039-49-8 3,5-diphehylisoxazole 
• 1422018-12-9 3,5-diphenyl-4-(trimethylsilyl)isoxazole 

Relevant academic research and scientific papers

Synthesis of C4-alkynylisoxazoles: Via a Pd-catalyzed Sonogashira cross-coupling reaction

A Pd-catalyzed Sonogashira cross-coupling reaction for the synthesis of C4-alkynylisoxazoles from 3,5-disubsitituted-4-iodoisoxazoles and terminal alkynes was described, which could afford the corresponding products with high yield (up to 98%). The result

Palladium-Catalyzed Cascade Annulation/Allylation of Alkynyl Oxime Ethers with Allyl Halides: Rapid Access to Fully Substituted Isoxazoles

A novel and efficient approach for the synthesis of functionalized isoxazoles via palladium-catalyzed cascade annulation/allylation of alkynyl oxime ethers with allyl halides has been established. The present protocol exhibits mild reaction conditions, good functional group compatibility, and convenient operation. Moreover, scalability was performed and further decoration of the isoxazole product was achieved.

Complementary regioselective synthesis of 3,5-disubstituted isoxazoles from ynones

Two regioselective synthetic routes towards 3,5-disubstituted isoxazoles from ynones are reported. One route takes place via first converting the ynones to ynone O-methyl oximes, followed by a palladium-catalyzed intramolecular cyclization. The other invo

Isomerizable (: E / Z)-alkynyl- O -methyl oximes employing TMSCl-NCS in chlorinative cyclization for the direct synthesis of 4-chloroisoxazoles

For the first time, 4-chloroisoxazoles are directly synthesized in moderate to excellent yields from (E/Z)-alkynyl-O-methyl oximes via chlorinative cyclization. The synthesis employs the combination of N-chlorosuccinimide (NCS) and chlorotrimethylsilane (

Direct synthesis of 4-fluoroisoxazoles through gold-catalyzed cascade cyclization-fluorination of 2-alkynone O-methyl oximes

A tandem protocol for the synthesis of fluorinated isoxazoles has been developed via catalytic intramolecular cyclizations of 2-alkynone O-methyl oximes and ensuing fluorination. The reactions proceed smoothly at room temperature in the presence of 5 mol

Iron(III) chloride/diorganyl diselenides: A tool for intramolecular cyclization of alkynone O-methyloximes

This report describes the synthesis of 4-organoselenylisoxazoles via FeCl3/RSeSeR-mediated intramolecular cyclization of alkynone O-methyloximes. The optimized conditions allowed the cyclization to proceed at room temperature under ambient atmo

Stereospecific Suzuki, Sonogashira, and Negishi coupling reactions of N-alkoxyimidoyl iodides and bromides

A high-yielding stereospecific route to the synthesis of single geometric isomers of diaryl oxime ethers through Suzuki coupling of N-alkoxyimidoyl iodides is described. This reaction occurs with complete retention of the imidoyl halide geometry to give single E- or Z-isomers of diaryl oxime ethers. The Sonogashira coupling of N-alkoxyimidoyl iodides and bromides with a wide variety of terminal alkynes to afford single geometric isomers of aryl alkynyl oxime ethers has also been developed. Several of these reactions proceed through copper-free conditions. The Negishi coupling of N-alkoxyimidoyl halides is introduced. The E and Z configurations of nine Suzuki-coupling products and two Sonogashira-coupling products were confirmed by X-ray crystallography.

Synthesis of trisubstituted isoxazoles by palladium(ii)-catalyzed cascade cyclization-alkenylation of 2-alkyn-1-one o -methyl oximes

A palladium-catalyzed, cascade 5-endo-dig cyclization-alkenylation synthesis of isoxazoles has been developed. The addition of 1 equiv of n-Bu 4NBr significantly increases the yield of the desired 4-alkenyl-3,4,5-trisubstituted isoxazoles. A va

Multi-Step synthesis by using modular flow reactors: The preparation of Yne-Ones and their use in heterocycle synthesis

"Chemical Equation Presented" Multi-step in flow: The palladium-catalysed acylation of terminal alkynes for the synthesis of yne-ones as well as their further transformation to various heterocycles in a continuous-flow mode is presented. Furthermore, an extension of the simple flow configuration that allows for easy batch splitting and the generation of a heterocyclic library is described (see scheme).

The synthesis of highly substituted isoxazoles by electrophilic cyclization: An efficient synthesis of valdecoxib

(Chemical Equation Presented) A large number of functionally substituted 2-alkyn-1-one O-methyl oximes have been cyclized under mild reaction conditions in the presence of ICl to give the corresponding 4-iodoisoxazoles in moderate to excellent yields. The resulting 4-iodoisoxazoles undergo various palladium-catalyzed reactions to yield 3,4,5-trisubstituted isoxazoles, including valdecoxib.