1428318-80-2

Basic information

• Product Name: 1-benzyl-4-phenyl-5-(phenylthio)-1H-1,2,3-triazole
• Synonyms: 1-benzyl-4-phenyl-5-(phenylthio)-1H-1,2,3-triazole
• CAS NO: 1428318-80-2
• Molecular Weight: 343.452
• Mol File: 1428318-80-2.mol

Chemical Properties

• CAS DataBase Reference: 1-benzyl-4-phenyl-5-(phenylthio)-1H-1,2,3-triazole(CAS DataBase Reference)
• NIST Chemistry Reference: 1-benzyl-4-phenyl-5-(phenylthio)-1H-1,2,3-triazole(1428318-80-2)
• EPA Substance Registry System: 1-benzyl-4-phenyl-5-(phenylthio)-1H-1,2,3-triazole(1428318-80-2)

Safety Data

• Hazardous Substances Data: 1428318-80-2(Hazardous Substances Data)

Upstream product

• 83893-97-4 (thiocyanatoethynyl)benzene 
• 100-58-3 phenylmagnesium bromide 
• 622-79-7 benzyl azide 
• 100-39-0 benzyl bromide 
• 882-33-7 diphenyldisulfane 
• 637-44-5 phenylpropyolic acid 
• 35460-31-2 (2-phenylsulfanylethynyl)benzene 
• 1212-08-4 S-Phenyl benzenethiosulfonate 
• 536-74-3 phenylacetylene 
• 860002-66-0 1-benzyl-4-phenyl-5-iodo-1,2,3-triazole 
• 1428318-58-4 1-benzyl-5-fluoro-4-phenyl-1H-1,2,3-triazole 
• 108-98-5 thiophenol 

Relevant articles and documents

Br?nsted/Lewis acids-promoted selective preparations of 3-hetero quinolines or 4/5-hetero triazoles from azides and hetero-alkynes

Selective preparations of hetero-quinoline and triazole derivatives, which were determined by the addition of a Br?nsted acid or a Lewis acid, were herein demonstrated. High regio-selectivity was observed over the reactions of alkynyl phosphonates, while alkynyl sulfides offered high efficiency. And various six or five-membered aza-cyclic compounds were successfully furnished in high yields (up to 94%) and good functional group compatibility (up to 39 examples).

Ruthenium-Catalyzed Highly Regioselective Azide-Internal Thiocyanatoalkyne Cycloaddition under Mild Conditions: Experimental and Theoretical Studies

Fully substituted heterofunctionalized triazoles can be prepared by indirect and direct approaches. The indirect strategies are well-established but have limitations. Herein, we developed a direct methodology to access fully substituted 5-thiocyanato-1,2,3-triazoles with high regioselectivity from the azide-internal thiocyanatoalkyne cycloaddition reaction under mild conditions. This is the first time that fully substituted 5-thiocyanato-1,2,3-triazoles have been prepared and the first time an AAC/nucleophilic substitution cascade reaction have been used to generate various fully substituted triazolyl?organosulfurs, such as 5-sulfur-triazoles and 5-sulfinylcyanato-triazoles from common internal thiocyanatoalkyne precursors. This approach features a broad substrate scope (34 examples), good compatibility with water and air, high yields (up to 85%) and excellent regioselectivity (more than 20:1).

Preparation method and application of 5- novel one 1, 4, 5-thio-1, 2, 3- cyanate-substituted-substituted-one-triazole (by machine translation)

The invention belongs to the technical field of, organic synthesis, and provides 5 - a preparation method 1, 4, 5 - and application of, 1, 2, 3 - a, preparation method and application of. a preparation method 5 - 1, 2, 3 - and application. of 1, 4, 5 - a

Rhodium(I)-Catalyzed Regioselective Azide-internal Alkynyl Trifluoromethyl Sulfide Cycloaddition and Azide-internal Thioalkyne Cycloaddition under Mild Conditions

A regioselective method to access fully substituted 5-trifluoromethylthio-1,2,3-triazoles and 5-thio-1,2,3-triazoles from the internal alkynyl trifluoromethyl sulfides and internal thioalkynes by a rhodium(I)-catalyzed azide-alkyne cycloaddition (RhAAC) reaction under mild conditions has been developed. This approach features good compatibility with water and air, a broad substrate scope, good functional group tolerance, high yields and excellent regioselectivities. The high 1,5-regioselectivities were controlled by the strong coordination between the sulfur atom and the π-acidic rhodium. The advantages of this method further include its applicability to gram-scale preparation, the use of solid-phase synthesis technique, and the mutually orthogonal CuAAC-RhAAC reaction. (Figure presented.).

Preparation method of novel 5-sulfydryl-1,4,5-trisubstituted 1,2,3-triazole

The invention belongs to the technical field of organic synthesis, and provides a preparation method of novel 5-sulfydryl-1,4,5-trisubstituted 1,2,3-triazole. In an organic solvent, under the action of tetracarbonyl dichlorinated rhodium dimer ([Rh(CO)2Cl

Regiodivergent Rhodium(I)-Catalyzed Azide-Alkyne Cycloaddition (RhAAC) to Access Either Fully Substituted Sulfonyl-1,2,3-triazoles under Mild Conditions

A regiodivergent Rh(I)-catalyzed azide-alkyne cycloaddition (RhAAC) was developed for the synthesis of both fully substituted 4-sulfonyl-1,2,3-triazoles and 5-sulfonyl-1,2,3-triazoles in high regioselectivities and yields under mild conditions in one step

Copper-Catalyzed Decarboxylative/Click Cascade Reaction: Regioselective Assembly of 5-Selenotriazole Anticancer Agents

A simple and efficient Cu-catalyzed decarboxylative/click reaction for the preparation of 1,4-disubstituted 5-arylselanyl-1,2,3-triazoles from propiolic acids, diselenides, and azides has been developed. The mechanistic study revealed that the intermolecular AAC reaction of an alkynyl selenium intermediate occurred. The resulting multisubstituted 5-seleno-1,2,3-triazoles were tested for in vitro anticancer activity by MTT assay, and compounds 4f, 4h, and 4p showed potent cancer cell-growth inhibition activities.

Copper(I)-Catalyzed Interrupted Click Reaction: Synthesis of Diverse 5-Hetero-Functionalized Triazoles

The 5-heterofunctionalized triazoles are important scaffolds in bioactive compounds, but current click reactions (CuAAC) cannot produce these core structures. A copper(I)-catalyzed interrupted click reaction to access diverse 5-functionalized triazoles is reported. Various 5-amino-, thio-, and selenotriazoles were readily assembled in one step in high yields. The reaction proceeds under mild conditions with complete regioselectivity. It also features a broad substrate scope and good functional group compatibility.

Iridium-catalyzed intermolecular azide-alkyne cycloaddition of internal thioalkynes under mild conditions

An iridium-catalyzed azide-alkyne cycloaddition reaction (IrAAC) of electron-rich internal alkynes is described. It is the first efficient intermolecular AAC of internal thioalkynes. The reaction exhibits remarkable features, such as high efficiency and r

Halogen exchange (Halex) reaction of 5-iodo-1,2,3-triazoles: Synthesis and applications of 5-fluorotriazoles

A good exchange: 5-Iodo-1,2,3-triazoles undergo facile substitution reactions with fluoride salts, thus providing ready access to 5-fluorotriazoles (see scheme). The latter can be further elaborated with various nucleophiles to furnish fully substituted 1,2,3-triazole compounds. Copyright