1483-25-6

Usage

Structure

Tetrazole derivative with a phenoxy and phenyl group attached to the 5th and 1st positions, respectively

Potential applications

Medicinal chemistry, drug development, synthesis of biologically active compounds

Usage

Building block in organic synthesis, reagent in chemical reactions

Researched activities

Antimicrobial, antifungal, and antitumor

Value

Versatile and valuable compound in scientific and industrial applications

Upstream product

• 3206-44-8 5-methanesulfonyl-1-phenyl-1H-tetrazole 
• 108-95-2 phenol 
• 1154397-00-8 1-phenyl-5-(vinylsulfonyl)-1H-tetrazole 
• 139-02-6 sodium phenoxide 
• 917905-41-0 1-phenyl-5-(phenylsulfanyl)-1H-tetrazole 
• 800393-28-6 1-phenyl-5-(phenylsulfonyl)-1H-tetrazole 
• 86-93-1 1-phenyl-1H-tetrazole-5-thiol 
• 1455-92-1 5-methylsulfanyl-1-phenyl-1H-tetrazole 
• 14210-25-4 5-Chloro-1-phenyltetrazole 

Downstream Products

• 100-41-4 ethylbenzene 
• 5378-52-9 phenyl-1H-tetrazole 
• 108-95-2 phenol 
• 5097-82-5 5-phenyl-1H-tetrazolone 
• 5097-82-5 5-hydroxy-1-phenyltetrazole 
• 71-43-2 benzene 
• 98-82-8 Isopropylbenzene 
• 103-65-1 phenylpropane 
• 135-98-8 sec-Butylbenzene 
• 113720-82-4 PdCl₂(5-phenoxy-1-phenyltetrazole)*1,2-dichloroethane 
• 54246-57-0 5-methoxy-1-phenyl-1H-tetrazole 
• 825-55-8 2-phenylthiophene 

Relevant academic research and scientific papers

Expanding the Potential of Heteroaryl Vinyl Sulfones

The easily available vinyl sulfone 3 showed great potential for new applications in several fields such as organic synthesis and bioconjugate formation. This was demonstrated by performing a systematic assessment of its reactivity in Michael, radical, and cycloaddition reactions. Heteroaryl vinyl sulfone 3 presented excellent output in terms of reactivity and selectivity, proving superior to phenyl vinyl sulfone 1 and with clear advantages over bis-sulfone 2. This behavior might be due to the conformational and orbital control exerted by the tetrazole unit according to DFT calculations. Moreover, some alternative transformations to the Julia-Kocienski olefination on the obtained products are also described.

Structure, vibrational spectroscopy, and photochemistry of 5-phenoxy-1-phenyltetrazole in argon and nitrogen cryomatrices

The molecular structure, infrared spectra, and photochemistry of 5-phenoxy-1-phenyltetrazole (5PPT) isolated in argon and N2 cryogenic matrices were investigated by infrared spectroscopy and theoretical calculations (DFT(B3LYP)/6-311++G(d,p)).

Tetrazoles: LVII. Preparation and chemical properties of 1-substituted 5-arylsulfonyltetrazoles

Oxidation of 1-substituted 5-arylsulfanyltetrazoles with m-chloroperoxybenzoic acid and NaIO4 in the presence of RuCl 3 leads to the formation of the 5-arylsulfonyltetrazoles. The microwave activation significantly accelerates the ox

Tetrazoles. 33. New method for obtaining functionally substituted tetrazoles

The interaction of 5-methylsulfonyl-1-phenyltetrazole with C-, N-, and O-nucleophiles at 18-20°C gives high yields of 1-phenyltetrazoles that are functionally substituted on the carbon atom of the heteroring. Prospects are examined for the use of 5-methyl

Tetrazoles. XXXI. Phase-Transfer Reactions of 1-Substituted Tetrazole-5-thiones and Their Derivatives

Alkylation of 1-substituted tetrazole-5-thiones under conditions of phase-transfer catalysis in the two-phase system liquid-liquid proceeds regioselectively at the sulfur atom, regardless of the alkylating agent and phase-transfer catalyst. Phase-transfer oxidation of the 5-alkylthiotetrazoles thus obtained by potassium permanganate is a convenient method for preparation of 5-alkylsulfonyltetrazoles which can be used to synthesize functionally substituted tetrazoles.

Metal-assisted Reactions: Part 19. Burst Kinetics in Heterogeneous Catalytic Transfer Hydrogenolysis

Arene formation by catalytic transfer hydrogenolysis of aryloxytetrazolyl ethers in the liquid-phase shows biphasic concentration-time curves which indicate rate-limiting dissociation of heterogeneous complexes between catalyst and one of the reaction products, a tetrazolone.A dependence of catalytic reaction rate on pH and following modifications made to the catalyst are reported also.

METAL-ASSISTED REACTIONS-13. RAPID, SELECTIVE REDUCTIVE CLEAVAGE OF PHENOLIC HYDROXYL GROUPS BY CATALYTIC TRANSFER METHODS

Previous work has shown that, after converting phenols into suitable phenolic ethers, the aromatic C-O bond of the original phenol can be reductively cleaved heterogeneously to give a C-H bond through the use of molecular hydrogen or hydrogen donors together with a transition metal catalyst.The present work provides a method for selectively replacing a phenolic OH group by H in just a few minutes, compared with the 2 to 4 hr required previously using a hydrogen donor and the several hours under pressure required for molecular hydrogen.Various kinds of groups are suitable for preparing the required phenolic ethers from phenols, but the best ones are strongly electronwithdrawing heteroaromatic entities.Solvent appears to play an important role in this heterogeneous reaction, the mechanism of which is discussed.