5953-06-0

Basic information

• Product Name: 3-(p-tolyl)-1,2-benzisoxazole
• Synonyms: 3-(p-tolyl)-1,2-benzisoxazole
• CAS NO: 5953-06-0
• Molecular Weight: 209.247
• Mol File: 5953-06-0.mol

Chemical Properties

• CAS DataBase Reference: 3-(p-tolyl)-1,2-benzisoxazole(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(p-tolyl)-1,2-benzisoxazole(5953-06-0)
• EPA Substance Registry System: 3-(p-tolyl)-1,2-benzisoxazole(5953-06-0)

Safety Data

• Hazardous Substances Data: 5953-06-0(Hazardous Substances Data)

Upstream product

• 5953-03-7 2-chloro-4'-methyl-benzophenone oxime 
• 5661-50-7 N-(phenoxy)acetamide 
• 104-87-0 4-methyl-benzaldehyde 
• 446-52-6 2-Fluorobenzaldehyde 
• 106-38-7 para-bromotoluene 
• 117607-94-0 (2-Fluoro-phenyl)-p-tolyl-methanol 
• 68295-43-2 (2-fluorophenyl)(p-tolyl)methanone 
• 611-20-1 salicylonitrile 
• 36288-37-6 N-hydroxy-4-methylbenzenecarboximidoyl chloride 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 

Downstream Products

• 69600-49-3 3-{4-[trans-2-(2-phenyl-benzofuran-6-yl)-vinyl]-phenyl}-benzo[d]isoxazole 
• 69600-35-7 3-[4-(trans-2-biphenyl-4-yl-vinyl)-phenyl]-benzo[d]isoxazole 
• 69600-39-1 3-[4-(4-ξ-styryl-trans-styryl)-phenyl]-benzo[d]isoxazole 
• 69600-07-3 3-(4-trans-styryl-phenyl)-benzo[d]isoxazole 
• 68700-22-1 3-(4-bromomethyl-phenyl)-benzo[d]isoxazole 
• 5953-08-2 4-benzo[d]isoxazol-3-yl-benzoic acid 
• 5953-15-1 4-benzo[d]isoxazol-3-yl-benzoyl chloride 
• 68700-23-2 4-benzo[d]isoxazol-3-yl-benzaldehyde 
• 68699-58-1 N-(4-benzo[d]isoxazol-3-yl-benzylidene)-4-chloro-aniline 

Relevant articles and documents

Rhodium-catalyzed Synthesis of 1-Arylisoquinoline Derivatives through Annulative Coupling of 3-Aryl-1, 2-benzisoxazoles and Alkynes

Direct annulative coupling of 3-aryl-1, 2-benzisoxazoles and alkynes efficiently proceeds in the presence of a Cp?Rh(III) catalyst to produce 2-(1-isoquinolinyl)phenols of interest in medicinal chemistry as well as materials chemistry. The products may also be useful precursors of quinoline-based bidentate ligands.

A Novel PPh3 Mediated One-Pot Method for Synthesis of 3-Aryl or Alkyl 1,2-Benzisoxazoles

A novel, efficient, and facile protocol has been developed for transforming 2-hydroxybenzonitriles and bromides into a range of 3-aryl or alkyl substituted 1,2-benzisoxazoles in good to excellent yields mediated by PPh3. The electronic and steric effects of bromides on the reaction are discussed. This is the first example to construct a C-C bond and heterocycle in a Barbier-Grignard-type reaction featuring easier recovery of PPh3 than a metallic catalyst in one step.

Elemental step thermodynamics of various analogues of indazolium alkaloids to obtaining hydride in acetonitrile

A series of analogues of indazolium alkaloids were designed and synthesized. The thermodynamic driving forces of the 6 elemental steps for the analogues of indazolium alkaloids to obtain hydride in acetonitrile were determined using an isothermal titration calorimeter (ITC) and electrochemical methods, respectively. The effects of molecular structure and substituents on the thermodynamic driving forces of the 6 steps were examined. Meanwhile, the oxidation mechanism of NADH coenzyme by indazolium alkaloids was examined using the chemical mimic method. The result shows that the oxidation of NADH coenzyme by indazolium alkaloids in vivo takes place by one-step concerted hydride transfer mechanism.

Palladium-catalyzed benzo[d]isoxazole synthesis by C-H activation/[4 + 1] annulation

We report a palladium-catalyzed intermolecular [4 + 1] annulation pathway for N-phenoxyacetamides with aldehydes to form 1,2-benzisoxazoles. By activating the C-H bonds ortho to phenol-derived O-N bonds, the method enables the simultaneous construction of C-C and CN bonds in 1,2-benzisoxazoles with the O-N bonds intact. The method has been successfully applied to the synthesis of active pharmaceutical intermediates, such as risperidone.