2104-11-2

Usage

InChI:InChI=1/C21H15NS/c1-4-10-16(11-5-1)19-20(17-12-6-2-7-13-17)23-21(22-19)18-14-8-3-9-15-18/h1-15H

Upstream product

• 2227-79-4 benzenecarbothioamide 
• 1484-50-0 desyl bromide 
• 108-86-1 bromobenzene 
• 1225053-33-7 2-phenyl-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)thiazole2 
• 591-50-4 iodobenzene 
• 3704-40-3 2,5-diphenyl-1,3-thiazole 
• 1826-14-8 2,4-diphenylthiazole 
• 1826-15-9 4,5-diphenylthiazole 
• 1826-11-5 2-phenylthiazole 
• 501-65-5 diphenyl acetylene 
• 451-40-1 phenyl benzyl ketone 
• 100-52-7 benzaldehyde 
• 109028-02-6 α-benzoylmercapto-deoxybenzoin 
• 28170-13-0 thiobenzoic acid potassium salt 

Downstream Products

• 573-34-2 2,4,5-triphenyloxazole 

Relevant academic research and scientific papers

Diversity-Oriented Synthesis of α-Functionalized Acylborons and Borylated Heteroarenes by Nucleophilic Ring Opening of α-Chloroepoxyboronates

The ring-opening reactions of N-methyliminodiacetyl (MIDA) α-chloroepoxyboronates with different nucleophiles allow the modular synthesis of a diverse array of organoboronates. These include seven types of α-functionalized acylboronates and seven types of

Visible Light-Induced Difunctionalization of Alkynes: The Synthesis of Thiazoles and 1,1-Dibromo-1-en-3-ynes

A visible light-induced cascade cyclization of thioamides with alkynes was developed to synthesize 1,3-thiozoles. The sulfur radical generated from thioamide via the single-electron transfer (SET) pathway was promoted by photocatalysis as a key intermediate in this reaction. When bromoalkynes were used as the substrate, the self-coupling products 1,1-dibromo-1-en-3-ynes were obtained in moderate yields, and an energy transfer pathway for this transformation promoted by visible-light photocatalysis was proposed.

Method for synthesizing thiazole heterocyclic compound through photocatalysis

The invention discloses a method for synthesizing a thiazole heterocyclic compound through photocatalysis. The method comprises the steps of adopting alkyne and thioamide as raw materials, irradiatingby a blue light lamp in the condition of air and room temperature under the catalysis of acridine salt, and stirring to obtain the thiazole heterocyclic compound. The raw materials used in method areeasy to obtain, and the adding of the transition metal and other oxidants is avoided, and the reaction can be initiated by only using the green and sustainable visible light; and the method is simpleand convenient to operate, considerable in yield, environment-friendly, and good in application prospect.

Four-component thiazole formation from simple chemicals under metal-free conditions

Multi-component reactions for the synthesis of polysubstituted thiazoles from simple chemicals are described. Under metal-free reaction conditions, cheap and easily available ketones, aldehydes, ammonium salt, and elemental sulfur are self-assembled to provide entries to three thiazoles in moderate to good yield with a range of functionalities tolerated.

Exploration and Optimization of an Efficient One-pot Sequential Synthesis of Di/tri-substituted Thiazoles from α-Bromoketones, Thioacids Salt, and Ammonium Acetate

Exploration of scope of an optimized one-pot sequential procedure for preparing of 2,4-di- and 2,4,5-tri-substituted thiazoles has been accomplished. The synthesis was performed by the initial formation of a β-keto-thioester intermediate from nucleophilic substitution of α-bromoketones with thioacid potassium salts, followed by treatment with ammonium acetate and one equivalent of acetic acid in toluene to form imine intermediate eventually leading to cyclization yielding thiazoles. This procedure should be highlighted with a flexible way to control the substitution pattern around thiazole ring by choosing appropriately substituted α-bromoketones even containing acid labile functionality and thioacid potassium salts, and thus its applicability is very wide.

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

A systematic study of Suzuki-Miyaura cross-coupling reactions on thiazoleboronic esters in the 4- and 5-position

A systematic study of the Suzuki-Miyaura cross-coupling reaction of thiazoleboronic esters under microwave conditions is presented. Boronic acid esters were prepared in the 4- and 5-position of the thiazole ring and subsequently cross-coupled with a number of different (hetero)aryl halides. Yields of the coupling process depended on the reactivity of the boronic acid at the particular position in the thiazole system, as hydrolysis and subsequent deboronation was found to be a major side reaction. Georg Thieme Verlag Stuttgart.

Palladium-catalyzed direct arylation of thiazoles with aryl bromides

Thiazole, 2-phenyl or -alkyl substituted one and benzothiazole are efficiently arylated with aryl bromides at the 2- and/or 5-position(s) in the presence of Pd(OAc)2 and a bulky phosphine ligand using Cs2CO3 as base. 2-Phenyl-5-thiazolecarboxanilide undergoes successive diarylation at the 4- and 5-positions accompanied by decarbamoylation.

Regiocontrolled Synthesis of Substituted Thiazoles

(Formula Presented) The regiocontrolled synthesis of 2,5-disubstituted and 2,4,5-trisubstituted thiazoles from ethyl 2-bromo-5-chloro-4-thiazolecarboxylate 1 using sequential palladium-catalyzed coupling reactions is described.

Method of controlling insects and acarids with certain aryl-substituted thiazoles

The use of di- and triaryl-substituted thiazoles as pesticides is disclosed. Insects, such as mosquitos, and acarids, such as mites and ticks, are among the pests which may be controlled.