33429-09-3

Upstream product

• 622-97-9 1-ethenyl-4-methylbenzene 
• 766-97-2 4-n-methylphenylacetylene 
• 4079-54-3 2-hydroxy-1-p-tolyl-ethanone 
• 536-50-5 CH₃C₆H₄CH(CH₃)OH 
• 40805-62-7 2-iodo-1-(4-methylphenyl)ethanone 
• 137-07-5 2-amino-benzenethiol 
• 122-00-9 para-methylacetophenone 
• 95-16-9 1,3-Benzothiazole 
• 104-87-0 4-methyl-benzaldehyde 
• 874-58-8 4-methylbenzoyl bromide 
• 37859-31-7 2-(4-methylbenzyl)benzo[d]thiazole 
• 141104-12-3 3-(4-methylphenacyl)benzothiazolium chloride 
• 2947-61-7 (4-methylphenyl)acetonitrile 
• 1141-88-4 2-Aminophenyl disulfide 

Downstream Products

• 62487-38-1 bis(1,3-benzothiazol-2-yl)(4-methylphenyl)methanol 

Relevant academic research and scientific papers

One-pot synthesis of 2-acylbenzothiazoles from 2-aminobenzenethiols and arylacetonitriles via cyclization and sequential oxidation

An efficient one-pot method to access 2-acylbenzothiazoles via AlCl3-mediated cyclization reaction and I2-promoted sequential oxidation reaction of 2-aminobenzenethiols with arylacetonitriles was developed. This reaction proceeds smoothly with a wide range of arylacetonitriles containing different functional groups to give the corresponding products in moderate to good yields under mild conditions. Moreover, this reaction was conveniently conducted on a gram scale, and the yield is still up to 68%.

Microwave-assisted controllable synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines

A condition-controlled strategy for selectively synthesis of 2-acylbenzothiazoles and bibenzo[b][1,4]thiazines from aryl methyl ketones and disulfanediyldianilines was realized using I2/DMSO or I2/MeCN systems, respectively. The desired products were synthesized in only 15 min with moderate to excellent yields (50%-90%) under microwave-assisted, metal-free conditions. The strategy provides a great advantage for selective synthetic applications in the efficient synthesis of benzothiazoles and bibenzothiazines heterocycle compounds.

Visible-light-promoted photocatalyst-free alkylation and acylation of benzothiazoles

Herein we report a protocol for the visible-light-mediated alkylation/acylation reaction of benzothiazoles. Alkyl/acyl substituted Hantzsch esters are easily prepared and rationally used as radical precursors. In the presence of BF3·Et2O and Na2S2O8, various benzothiazole derivatives were readily obtained in good yields. Our user-friendly protocol can proceed by simple irradiation with blue LEDs (λ = 465 nm) and without the assistance of external photocatalysts. The reaction is also characterized by mild conditions and scalability, thus offering an alternative and efficient tool for the synthesis of 2-functionalized benzothiazoles.

C2 substituted 2H-benzothiazole aryl acylated derivative, and synthesis method and application thereof

The invention discloses a C2 substituted 2H-benzothiazole aryl acylated derivative, and a synthesis method and application thereof. The preparation method of the derivative comprises the following steps: mixing substituted 2H-benzothiazole and substituted methyl benzene, adding into a solvent, in the presence of an oxidizing agent Selectfluor and an additive trifluoroacetic acid, carrying out a heating and stirring reaction in the air atmosphere, performing TLC monitoring is conducted till the reaction is finished, and separating and purifying the obtained reaction liquid to obtain the target product C2 substituted 2H-benzothiazole aryl acylated derivative. The substituted methyl benzene used in the invention is low in price, easy to obtain and good in chemical stability, the method has the advantages of being high in atom economy, simple in catalytic system, free of transition metal catalysts, good in product yield, wide in substrate range and the like, and the prepared compound structure can be further optimized as an anti-tumor drug lead.

C2-arylacylation of 2H-benzothiazoles with methyl arenes via Selectfluor oxidation

An efficient Selectfluor-oxidative protocol was developed for the direct C2-arylacylation of 2H-benzothiazoles via the radical reaction of 2H-benzothiazoles with methyl arenes. Selectfluor can effectively promote the oxidative cross-coupling without an ex

Oxidant/Solvent-Controlled I2-Catalyzed Domino Annulation for Selective Synthesis of 2-Aroylbenzothiazoles and 2-Arylbenzothiazoles under Metal-Free Conditions

A simple and practical domino protocol for the selective synthesis of 2-aroylbenzothiazoles and 2-aryl benzothiazoles catalyzed by I2 is developed under metal-free conditions. The reaction outcomes are exclusively controlled by the reaction oxidant/medium. With DMSO employed as both the solvent and the oxidant, an oxidation of aromatic methyl ketones takes precedence over the condensation with 2-aminobenzenethiols. On the other hand, when the reaction was carried out in PhNO2 or in 1,4-dioxane containing PhNO2, the condensation of aromatic methyl ketones with 2-aminobenzenethiols has priority to form imines which is followed by an oxidation of the methyl group from ketones to afford 2-arylbenzothiazoles as a sole product. The PhNO2/I2 co-catalytic system is proposed first time.

Photoinduced remote heteroaryl migration accompanied by cyanoalkylacylation in continuous flow

A photoinduced 1,4-heteroaryl migration from a carbon center to a nitrogen center accompanied by a cyanoalkylacylation of heterocyclic-substituted azidyl homoallylic alcohols and cycloketone oxime esters has been described. This simple and powerful protoc

Preparation method of C2 substituted 2H-benzothiazole acylation derivative

The invention discloses a preparation method of a C2 substituted 2Hbenzothiazole acylation derivative. The preparation method comprises the following steps: mixing 2Hbenzothiazole with substituted methyl benzene, adding an oxidizing agent K2S2O8, reacting in an air atmosphere, carrying out TLC (Thin Layer Chromatography) monitoring until the reaction is finished, and separating and purifying the reaction solution to obtain the C2 substituted 2Hbenzothiazole acylation derivative. By the adoption of the technology, K2S2O8 serves as an oxidizing agent, the C2-substituted 2Hbenzothiazole acylationderivative is synthesized through a heating reaction in the air atmosphere, and the method is simple in catalytic system, good in product yield, wide in substrate range and suitable for application and popularization.

Iodine- And TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions

A simple protocol for the synthesis of 2-acylbenzothiazoles using aryl ketones and benzothiazoles in the presence of I 2and TBHP is described. Acylation of the benzothiazoles is achieved through a sequence involving oxidation of the aryl ketone to an aryl glyoxal, ring-opening of the benzothiazole followed by condensation of the amino group with the aryl glyoxal, cyclization and oxidation. The method avoids the use of metals and toxic solvents. In addition, this protocol has the advantage of broad scope and provides good to excellent product yields.

Elemental sulfur mediated 2-substituted benzothiazole formation from 2-aminobenzenethiols and arylacetylenes or styrenes under metal-free conditions

An oxidative cyclization of 2-aminothiophenols and arylacetylenes or styrenes for the synthesis of 2-alkylbenzothiazoles and 2-acylbenzothiazoles has been developed. Elemental sulfur was used as the effective oxidant to give the corresponding product in g