1381887-02-0

Basic information

• Product Name: 1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole
• Synonyms: 1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole
• CAS NO: 1381887-02-0
• Molecular Weight: 271.321
• Mol File: 1381887-02-0.mol

Chemical Properties

• CAS DataBase Reference: 1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole(1381887-02-0)
• EPA Substance Registry System: 1-(naphthalene-2-yl)-4-phenyl-1H-1,2,3-triazole(1381887-02-0)

Safety Data

• Hazardous Substances Data: 1381887-02-0(Hazardous Substances Data)

Upstream product

• 20937-86-4 2-azidonaphthalene 
• 536-74-3 phenylacetylene 
• 32316-92-0 naphthalene-2-boronic acid 
• 91-59-8 naphthalen-2-ylamine 
• 71094-28-5 N′-(2-chloro-1-phenylethylidene)-4-methylbenzenesulfonohydrazide 
• 532-27-4 1-chloroacetophenone 
• 637-44-5 phenylpropyolic acid 

Relevant articles and documents

Chan-Lam-type Azidation and One-Pot CuAAC under CuI-Zeolite Catalysis

The copper(I)-exchanged zeolite CuI-USY proved to efficiently catalyze the direct azidation of arylboronic acids with sodium azide under simple and practical conditions, namely at room temperature under air with methanol as solvent and without any additive. This easy-to-prepare and cheap catalytic material has been demonstrated to be recyclable and the mild azidation conditions further showed good functional-group tolerance, leading to a variety of substituted (hetero)aryl azides (18 examples). Interestingly, the azidation reaction has been successfully coupled to a CuAAC reaction, thus allowing access to triazoles from arylboronic acids via a one-pot CuI-catalyzed process.

Iodine-mediated C-N and N-N bond formation: A facile one-pot synthetic approach to 1,2,3-triazoles under metal-free and azide-free conditions

A novel strategy towards the synthesis of 1,4-disubstituted 1,2,3-triazoles via C-N and N-N bond formation has been demonstrated under transition metal-free and azide-free conditions. These 1,2,3-triazoles were obtained in a regioselective manner from commercially available anilines, aryl alkenes/aryl alkynes and N-tosylhydrazines using I2 under O2 atmosphere. Broad substrate scope, milder reaction conditions, good to moderate yields and clean protocol are the notable features of the method. Moreover, this protocol is amenable for the generation of a library of medicinally important key building blocks.

Copper-catalyzed decarboxylation/cycloaddition cascade of alkynyl carboxylic acids with azide

A copper-catalyzed decarboxylation/cycloaddition cascade of alkynyl carboxylic acids with azide has been developed. This reaction exhibits good functional group tolerance and wide substrate scope, provides an efficient way to construct 1,4-disubstituted 1

Aerobic Oxidative Cycloaddition of α-Chlorotosylhydrazones with Arylamines: General Chemoselective Construction of 1,4-Disubstituted and 1,5-Disubstituted 1,2,3-Triazoles under Metal-Free and Azide-Free Conditions

A novel synthetic approach toward 1,4-disubstituted 1,2,3-triazoles and 1,5-disubstituted 1,2,3-triazoles by aerobic oxidative cycloaddition of α-chlorotosylhydrazone with primary aryl amine has been developed. Significantly, the reaction proceeds smoothl

Magnetically recoverable CuFe2O4 nanoparticles: Catalyzed synthesis of aryl azides and 1,4-diaryl-1,2,3-triazoles from boronic acids in water

Magnetically recoverable and reusable CuFe2O4 nanoparticles are shown to be highly efficient catalysts for the one-pot synthesis of biologically important 1,4-diaryl-1,2,3-triazoles starting from boronic acids, sodium azide, and acetylenes. The use of aqueous reaction medium at room temperature, the low cost and facile recovery of the catalyst by application of an external magnetic field, and consistently high catalytic efficiency for at least three consecutive cycles renders the protocol operationally attractive. Magnetic and catalytically competent CuFe 2O4 nanoparticles proved to be highly efficient in the three-component synthesis of 1,4-diaryl-1,2,3-triazoles, a class of compounds that has been recognized for its anticancer activity. Copyright

Fe3O4 nanoparticle-supported Cu(ii)-β- cyclodextrin complex as a magnetically recoverable and reusable catalyst for the synthesis of symmetrical biaryls and 1,2,3-triazoles from aryl boronic acids

We report here on the preparation of an efficient, easily recoverable and reusable Fe3O4 magnetic nanoparticle-supported Cu(ii)-β-cyclodextrin complex catalyst for the synthesis of symmetrical biaryls and 1,2,3-triazoles from arylboronic acids. The presented Fe 3O4 magnetic nanoparticle-supported Cu(ii)-β- cyclodextrin complex catalyst was characterized by TEM, XRD, VSM, TGA, and FT-IR spectrometer. By using the catalyst, we have developed an efficient protocol for the homocoupling of aryl boronic acids for the synthesis of biaryls. The catalyst is also active in the synthesis of 1,2,3-triazoles via a one-pot reaction of an arylboronic acid with sodium azide in water followed by a click cyclization reaction with an alkyne at room temperature in air without any additives. The reusability of the prepared nanocatalyst was successfully examined four times with only a very slight loss of catalytic activity.

One-pot synthesis of 1,2,3-triazoles from boronic acids in water using Cu(ii)-β-cyclodextrin complex as a nanocatalyst

We report here the one-pot synthesis of 1,2,3-triazoles of arylboronic acids in water. An efficient method has been developed for the synthesis of 1,2,3-triazoles via a one-pot reaction of an arylboronic acid with sodium azide in the presence of Cu2-β-CD (CD = Cyclodextrin) as a nanocatalyst in water followed by a click cyclization reaction with an alkyne at room temperature in air without any additives. This method is simple, rapid, and high yielding.