1826-13-7

Usage

Uses

Used in Organic Synthesis:
5-Phenylthiazole is used as a building block in organic synthesis for the creation of various complex organic molecules. Its unique structure and reactivity make it a valuable component in the synthesis of a wide range of compounds.
Used in Pharmaceutical Development:
In the pharmaceutical industry, 5-Phenylthiazole is utilized as a key component in the development of new drugs. Its aromatic properties and potential biological activity contribute to the design and synthesis of novel therapeutic agents.
Used in Agrochemical Development:
5-Phenylthiazole also finds application in the agrochemical sector, where it serves as a component in the development of pesticides, herbicides, and other crop protection agents. Its chemical properties may offer advantages in the formulation of effective and environmentally friendly products.
Used as a Flavoring Agent or Fragrance Additive:
Due to its aromatic nature, 5-Phenylthiazole has potential use as a flavoring agent or fragrance additive in the food and cosmetics industries. Its unique scent and taste characteristics can be harnessed to enhance the sensory experience of various products.
Research on 5-Phenylthiazole continues to explore its potential uses and properties across different industries, with ongoing studies aiming to unlock its full potential and contribute to the advancement of various fields.

InChI:InChI=1S/C9H7NS/c1-2-4-8(5-3-1)9-6-10-7-11-9/h1-7H

Upstream product

• 73286-37-0 N-(2-oxo-2-phenylethyl)formamide 
• 16927-13-2 α-bromophenylacetaldehyde 
• 77287-34-4 formamide 
• 288-47-1 1,3-thiazole 
• 50-00-0 formaldehyd 
• 39136-63-5 5-phenyl-1,3-thiazol-2-amine 
• 108-86-1 bromobenzene 
• 591-50-4 iodobenzene 
• 108-88-3 toluene 
• 1075-21-4 5-phenylisothiazole 
• 284680-73-5 4-deuterio-5-phenylisothiazole 
• 14527-41-4 thiazole-5-carboxylic acid 
• 127118-86-9 2-diformylamino-1-phenylethanone 
• 108306-59-8 5-trimethylstannanyl-thiazole 

Downstream Products

• 3950-26-3 5-(4-nitrophenyl)thiazole 
• 16914-20-8 3-benzyl-5-phenyl-thiazolium; bromide 
• 61760-28-9 2-phenyl-8aH-thiazolo[3,2-a]pyridine-5,6,7,8-tetracarboxylic acid tetramethyl ester 
• 61760-30-3 2-phenyl-5H-thiazolo[3,2-a]pyridine-5,6,7,8-tetracarboxylic acid tetramethyl ester 
• 61760-29-0 2-phenyl-thiazolo[3,2-a]pyridine-6,7,8,8a-tetracarboxylic acid tetramethyl ester 
• 3704-40-3 2,5-diphenyl-1,3-thiazole 
• 1339019-84-9 (E)-2-(oct-4-en-4-yl)-5-phenylthiazole 
• 16112-22-4 2-(4-methylphenyl)-5-phenylthiazole 
• 82726-32-7 2-(4-chlorophenyl)-5-phenylthiazole 
• 1370731-82-0 5-phenyl-2-[4-(trifluoromethyl)phenyl]thiazole 
• 2104-11-2 2,4,5-triphenylthiazole 
• 106950-02-1 4-(5-phenyl-thiazol-2-yl)-pyridine 
• 1617537-52-6 1-benzyl-3-(5-phenylthiazol-2-yl)quinolin-4(1H)-one 
• 86869-45-6 3-methyl-4-phenyl-2(3H)thiazolone 

Relevant academic research and scientific papers

Dehydration Polymerization for Poly(hetero)arene Conjugated Polymers

The lack of scalable and sustainable methods to prepare conjugated polymers belies their importance in many enabling technologies. Accessing high-performance poly(hetero)arene conjugated polymers by dehydration has remained an unsolved problem in syntheti

Photo-oxidative Cross-Dehydrogenative Coupling-Type Reaction of Thiophenes with α-Position of Carbonyls Using a Catalytic Amount of Molecular Iodine

A metal-free photo-oxidative intermolecular C-H/C-H coupling reaction of thiophenes is demonstrated with carbonyls using a catalytic amount of molecular iodine. In this system, molecular oxygen in the air acted as a terminal oxidant to regenerate molecular iodine. A mechanistic study was also performed.

Visible-light-induced regioselective synthesis of polyheteroaromatic compounds

A method for visible-light-induced synthesis of polyheteroaromatics from 2-heteroaryl-substituted anilines and heteroarylalkynes was developed. The process, which uses fac-Ir(ppy)3 as the photocatalyst and tBuONO as the diazotization reagent, is highly regioselective.

Programmed synthesis of arylthiazoles through sequential C-H couplings

A programmed synthesis of privileged arylthiazoles via sequential C-H couplings catalyzed by palladium or nickel catalysts has been accomplished. This versatile protocol can supply all possible arylthiazole substitution patterns (2-aryl, 4-aryl, 5-aryl, 2

Reigoselective arylation of thiazole derivatives at 5-position via Pd catalysis under ligand-free conditions

An efficient regioselective arylation of thiazole derivatives via Pd-catalyzed C-H activation is reported. The transformation was hypothesized through a Pd(0/II) catalytic cycle in the absence of special ligand sets. This method provided an efficient proc

Direct arylation of simple azoles catalyzed by 1,10-phenanthroline containing palladium complexes: An investigation of C4 arylation of azoles and the synthesis of triarylated azoles by sequential arylation

Direct triarylation and sequential triarylation reactions of simple azoles catalyzed by [Pd(phen)2]PF6 are described. Simple azoles, such as N-methylimidazole, thiazole, and oxazole, were observed to undergo triaryaltion reactions even at their C4 positions when treated with aryl iodides in the presence of [Pd(phen)2]PF6 as a catalyst and a stoichiometric amount of Cs2CO3 in DMA at 150 °C. Using excess amounts of azoles, selective C5 monoarylation was achieved by using the same catalytic system. Subsequent efforts demonstrated that C5 arylated azoles undergo exclusive C2 arylation using [Pd(phen)2]PF6 as the catalyst with galvinoxyl as an additive. Finally, unprecedented C4 arylation reactions of 2,5-diaryl-azoles occur by using the new catalytic system to give the corresponding triarylated products in good to excellent yields. The results of mechanistic studies suggest that the C2 arylation process takes place by way of an electrophilic aromatic substitution (SEAr) palladation pathway, while arylation reactions at the C4 position occur via a SEAr palladation and/or radical mechanism. Finally, a concise, three-step synthesis of the Tie-2 Tyrosine Kinase Inhibitor has been executed starting with commercially available N-methylimidazole by a route that employs the new sequential arylation process.

Palladium-catalyzed decarboxylative cross-coupling reaction between heteroaromatic Carboxylic acids and Aryl halides

"Chemical Equation Presented" A full overview of the decarboxylative cross-coupling reaction between heteroaromatic carboxylic acids and aryl halides is described. This transformation employs palladium catalysts with short reaction times providing facile synthesis of aryl-substituted heteroaromatics. The effect of each reaction parameter including solvent, base, and additive employed as well as the full substrate scope of this transformation are reported. Mechanistic evidence is also disclosed that sheds light on possible reaction pathways.

Synthesis of 5-arylthiazoles. Comparative study between Suzuki cross-coupling reaction and direct arylation

A facile synthetic route to the new thiazol-5-ylboronic acid pinacol ester was described herein. Its reactivity toward Suzuki cross-coupling reaction was studied to provide various 5-arylthiazoles. A comparative study between Suzuki cross-coupling reactio

Efficient access to 5-substituted thiazoles by a novel metallotropic rearrangement

A novel rearrangement process involving the migration of trimethylstannanyl or trimethylsilanyl groups around the thiazole ring provides access to either 2- or 5-metallated thiazoles by tuning the reaction conditions. The proposed mechanism, based on expe

Facile generation of a library of 5-aryl-2-arylsulfonyl-1,3-thiazoles

Treatment of N,N-diformylaminomethyl aryl ketones with phosphorus pentasulfide/triethylamine in chloroform gives 5-arylthiazoles directly in good yield. The 5-aryl-1,3-thiazole core has been successfully functionalised at the 2-position to yield, over two