76164-63-1

Upstream product

• 108-98-5 thiophenol 
• 76164-34-6 4-[4-Methylene-3-(4-nitro-phenyl)-4,5-dihydro-isoxazol-5-yl]-morpholine 
• 27098-65-3 3-phenylsulfanyl-propionaldehyde 
• 2574-03-0 p-nitrobenzonitrile oxide 
• 52072-01-2 (E)-3-chloro-1-phenylthioprop-1-ene 
• 76164-35-7 4-Methylene-3-(4-nitro-phenyl)-5-pyrrolidin-1-yl-4,5-dihydro-isoxazole 
• 76164-57-3 4-[(4S,5S)-3-(4-Nitro-phenyl)-4-phenylsulfanylmethyl-4,5-dihydro-isoxazol-5-yl]-morpholine 

Relevant academic research and scientific papers

4,5-DIHYDROISOXAZOLES. III. ELIMINATION AND REARRANGEMENT REACTIONS OF 4-CHLOROMETHYL- AND 4-AMMONIOMETHYL-3-ARYL-4,5-DIHYDROISOXAZOLES

4-Chloromethyl- and 4-trimethylammoniomethyl-3-aryl-5-phenylthio-4,5-dihydroisoxazoles (2 and 12) have been prepared and reacted with bases under elimination conditions.Three main types of products were formed: (i) 3-aryl-4-methyl-5-phenylthioisoxazoles (3); (ii) 3-aryl-4-phenylthiomethylisoxazoles (5); (iii) 3-aryl-4-(isoxazolylmethylthio)benzylisoxazoles (4).As a common precursor of these compounds the direct elimination products 3-aryl-4-methylene-5-phenylthio-4,5-dihydroisoxazoles (15) have been considered and their transient existence has been confirmed by the isolation of the cycloadduct 6 of mesitonitrile oxide to 3-mesityl-4-methylene-5-phenylthio-4,5-dihydroisoxazoles.Reaction mechanisms are discussed.

5-Amino-4,5-dihydroisoxazoles. Part II. Reactions of 5-Amino-3-aryl-4-methelene-4,5-dihydroisoxazoles with Nucleophiles

Several 5-amino-3-aryl-4-methylene-4,5-dihydroisoxazoles were reacted with methoxide, benzenethiolate, benzenethiol, carboxylic acid and secondary amines.Addition and/or addition-elimination products were obtained.Reaction mechanism are discussed.