28386-90-5Relevant academic research and scientific papers
Synthesis of 5-Aryl and Vinyl Tetrazoles by the Palladium-Catalyzed Cross-Coupling Reaction
Yi, Kyu Yang,Yoo, Sung-eun
, p. 1679 - 1682 (1995)
A coupling reaction of 1-benzyl-5-bromotetrazole with various aryl and vinyl boronic acids via the Suzuki type reaction is found to be a general and efficient reaction for the synthesis of aryl and vinyl tetrazoles.
An Expeditious Approach to Tetrazoles from Amides Utilizing Phosphorazidates
Ishihara, Kotaro,Shioiri, Takayuki,Matsugi, Masato
supporting information, p. 6244 - 6247 (2020/07/24)
A novel method was developed for the synthesis of tetrazoles from amides utilizing diphenyl phosphorazidate or bis(p-nitrophenyl) phosphorazidate as both the activator of amide-oxygen for elimination and azide source. Various amides were converted into th
One-Pot Suzuki-Hydrogenolysis Protocol for the Modular Synthesis of 2,5-Diaryltetrazoles
Bertrand, Sophie,Jamieson, Craig,Livingstone, Keith
supporting information, p. 7413 - 7423 (2020/07/07)
2,5-Diaryltetrazoles are a diverse range of compounds of considerable interest within the field of photochemistry as a valuable precursor of the nitrile imine 1,3-dipole. Current literature approaches toward this heterocycle remain unsuitable for the prac
Iron (III)-porphyrin Complex FeTSPP as an efficient catalyst for synthesis of tetrazole derivatives via [2?+?3]cycloaddition reaction in aqueous medium
El-Remaily, Mahmoud Abd El Aleem Ali Ali,Elhady
, (2019/06/08)
The metal complex (5,10,15,20-tetrakis-(4-sulfonatophenyl)-porphyrin-iron (III) chloride (FeTSPP) was new employed in an environmentally benign protocol as an efficient catalyst for a “click” chemistry approach for the synthesis of tetrazole and guanindinyltetrazole derivatives via [2?+?3] cycloaddition reaction of nitriles and azide derivatives in aqueous medium. The synthesized compounds were obtained in excellent yield, short reaction times and a recoverable catalyst.
Indium-, Magnesium-, and Zinc-Mediated Debenzylation of Protected 1 H -Tetrazoles: A Comparative Study
Behloul, Cherif,Benlahrech, Meriem,Foubelo, Francisco,Nájera, Carmen,Yus, Miguel
supporting information, p. 3430 - 3435 (2018/07/02)
5-Substituted 1-benzyltetrazoles are easily debenzylated to give the corresponding deprotected tetrazoles using dissolved metals under protic conditions: Mg/MeOH, In/MeOH, or Zn/MeCO 2 H are the procedures of choice for this transformation.
Convergent Three-Component Tetrazole Synthesis
Chandgude, Ajay L.,D?mling, Alexander
, p. 2383 - 2387 (2016/06/01)
A microwave-accelerated, simple, and efficient method for the construction of the 1,5-tetrazole scaffold was developed. It comprises a multicomponent reaction of an amine, a carboxylic acid derivative, and an azide source. On the basis of the availability of the archetypical starting materials, this method provided very versatile synthetic access to 1,5-disubstituted tetrazoles. The usefulness of this method was demonstrated in the synthesis of biologically important fused tetrazole scaffolds and the marketed drug cilostazol.
METHOD FOR PRODUCING BIARYL COMPOUND
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Paragraph 0330; 0331, (2015/07/15)
Provided is a novel production method capable of producing a biaryl compound, which is useful as an intermediate for angiotensin II receptor blockers, economically under conditions suitable for industrial production. A production method of a biaryl compound of the formula [3] or a salt thereof, including reacting a 2-phenylazole derivative of the formula [1] or a salt thereof, with a benzene derivative of the formula [2] or a salt thereof in the presence of a metal catalyst, a base, and one or more kinds of compounds selected from the group consisting of (a) a monocarboxylic acid metal salt, (b) a dicarboxylic acid metal salt, (c) a sulfonic acid metal salt, and (d) a phosphate or phosphoric amide metal salt represented by RAxP(O)(OM)y wherein each symbol is as defined in the DESCRIPTION.
O -iodoxybenzoic acid mediated oxidative desulfurization initiated domino reactions for synthesis of azoles
Chaudhari, Pramod S.,Pathare, Sagar P.,Akamanchi, Krishnacharaya G.
experimental part, p. 3716 - 3723 (2012/06/16)
A systematic exploration of thiophilic ability of o-iodoxybenzoic acid (IBX) for oxidative desulfurization to trigger domino reactions leading to new methodologies for synthesis of different azoles is described. A variety of highly substituted oxadiazoles, thiadiazoles, triazoles, and tetrazoles have been successfully synthesized in good to excellent yields, starting from readily accessible thiosemicarbazides, bis-diarylthiourea, 1,3-disubtituted thiourea, and thioamides.
PROCESS FOR PRODUCTION OF BIPHENYL DERIVATIVE
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Page/Page column 14-15, (2012/09/22)
The invention provides a production method of a biaryltetrazole derivative useful as an intermediate for an angiotensin II receptor antagonist. The method comprises reacting an aryltetrazole derivative with a benzene derivative, deprotecting or reducing the resulting compound, and halogenating the deprotected or reduced compound
Highly efficient synthesis of 5-substituted 1H-tetrazoles catalyzed by Cu-Zn alloy nanopowder, conversion into 1,5- and 2,5-disubstituted tetrazoles, and synthesis and NMR studies of new tetrazolium ionic liquids
Aridoss, Gopalakrishnan,Laali, Kenneth K.
experimental part, p. 6343 - 6355 (2011/12/03)
A series of 5-substituted 1H-tetrazoles were synthesized through [3+2] cycloaddition reactions between nitriles RCN and NaN3 in the presence of Cu-Zn alloy nanopowder as catalyst. The 1,5-dibutyl, 1-butyl-5-hexyl, 2,5-dibutyl, and 2-butyl-5-hexyl derivatives were then used as building blocks to synthesize several novel tetrazolium ionic liquids (ILs) with EtSO 4-, OTf-, and NTf2- counterions. Whereas alkylation of the 2,5-dialkyltetrazoles selectively gave the N-4 alkylated onium salts, with the 1,5-dialkyl derivatives approximately 1:1 mixtures of two tetrazolium salts were formed by alkylation at N-3 and N-4. The triflate and ethyl sulfate salts are room-temperature ILs that are hydrophilic, whereas the NTf2 salts are low-melting ILs and are hydrophobic. The resulting tetrazolium-based ionic liquids were studied by various multinuclear and 2D NMR techniques including natural abundance 15N and 1H/15N correlations.
