68004-02-4

Basic information

• Product Name: Thiazole, 2-(4-methoxyphenyl)-5-phenyl-
• CAS NO: 68004-02-4
• Molecular Formula: C16H13NOS
• Molecular Weight: 267.351
• Mol File: 68004-02-4.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Thiazole, 2-(4-methoxyphenyl)-5-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Thiazole, 2-(4-methoxyphenyl)-5-phenyl-(68004-02-4)
• EPA Substance Registry System: Thiazole, 2-(4-methoxyphenyl)-5-phenyl-(68004-02-4)

Safety Data

• Hazardous Substances Data: 68004-02-4(Hazardous Substances Data)

Upstream product

• 1135539-10-4 1-(methylsulfonyl)-4-phenyl-1H-1,2,3-triazole 
• 5925-50-8 O-methyl 4-methoxybezenecarbothioate 
• 536-74-3 phenylacetylene 
• 121-98-2 methyl 4-methoxybenzoate 
• 1826-13-7 5-phenylthiazole 
• 100-09-4 4-methoxybenzoic acid 
• 122-78-1 phenylacetaldehyde 
• 2393-23-9 4-methoxy-benzylamine 
• 591-50-4 iodobenzene 
• 108-86-1 bromobenzene 
• 696-62-8 para-iodoanisole 
• 1016990-17-2 C₁₆H₁₃NO₂S 
• 27088-84-2 2-(4-methoxyphenyl)-1,3-thiazole 
• 98-80-6 phenylboronic acid 

Downstream Products

• 1278587-53-3 2-(4-methoxyphenyl)-4-(4-trifluoromethylphenyl)-5-phenylthiazole 
• 68004-03-5 4-(4-methoxy-phenyl)-5-phenyl-thiazole 
• 68004-06-8 3-(4-methoxy-phenyl)-4-phenyl-isothiazole 

Relevant articles and documents

Bimetallic Cooperative Catalysis for Decarbonylative Heteroarylation of Carboxylic Acids via C-O/C-H Coupling

Cooperative bimetallic catalysis is a fundamental approach in modern synthetic chemistry. We report bimetallic cooperative catalysis for the direct decarbonylative heteroarylation of ubiquitous carboxylic acids via acyl C-O/C-H coupling. This novel catalytic system exploits the cooperative action of a copper catalyst and a palladium catalyst in decarbonylation, which enables highly chemoselective synthesis of important heterobiaryl motifs through the coupling of carboxylic acids with heteroarenes in the absence of prefunctionalization or directing groups. This cooperative decarbonylative method uses common carboxylic acids and shows a remarkably broad substrate scope (>70 examples), including late-stage modification of pharmaceuticals and streamlined synthesis of bioactive agents. Extensive mechanistic and computational studies were conducted to gain insight into the mechanism of the reaction. The key step involves intersection of the two catalytic cycles via transmetallation of the copper–aryl species with the palladium(II) intermediate generated by oxidative addition/decarbonylation.

Facile Synthesis of 2,5-Disubstituted Thiazoles from Terminal Alkynes, Sulfonyl Azides, and Thionoesters

A sequential procedure for the synthesis of 2,5-disubstituted thiazoles from terminal alkynes, sulfonyl azides, and thionoesters is reported. A copper(I)-catalyzed 1,3-dipolar cycloaddition of terminal alkynes with sulfonyl azides affords 1-sulfonyl-1,2,3-triazoles, which then react with thionoesters in the presence of a rhodium(II) catalyst. The resulting 3-sulfonyl-4-thiazolines subsequently aromatize into the corresponding 2,5-disubstituted thiazoles by elimination of the sulfonyl group. (Chemical Equation Presented).

Pd nanoparticle-silica nanotubes (Pd@SNTs) as an efficient catalyst for Suzuki-Miyaura coupling and sp2 C-H arylation in water

Silica nanotubes (SNTs) functionalized with Pd-NPs on the inner surface performed as efficient nano-reactors for C-C coupling in water; the nano-confinement offers minimized leaching of Pd and yet efficient mass transfer for Suzuki-Miyaura coupling and C-H arylation of thiazoles in water with very high TON.