33429-12-8

Upstream product

• 95-16-9 1,3-Benzothiazole 
• 123-11-5 4-methoxy-benzaldehyde 
• 32137-73-8 2-(trimethylsilyl)benzothiazole 
• 100-07-2 4-methoxy-benzoyl chloride 
• 201230-82-2 carbon monoxide 
• 696-62-8 para-iodoanisole 
• 137-07-5 2-amino-benzenethiol 
• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 62-53-3 aniline 
• 615-43-0 2-iodophenylamine 
• 136-95-8 2-amino-benzthiazole 
• 1546899-43-7 C₁₅H₁₄INO₂ 
• 18096-70-3 3-(dimethylamino)-1-(4-methoxyphenyl)prop-2-en-1-one 
• 37859-30-6 2-(4-methoxybenzyl)benzo[d]thiazole 

Downstream Products

• 1256158-40-3 bis(1,3-benzothiazol-2-yl)(4-methoxyphenyl)methanol 

Relevant academic research and scientific papers

Domino reactions involving the branched C-N and C=C cleavage of enaminones toward pyridines synthesis

The copper-catalyzed cascade reactions of enaminones and ammonium chloride have led to the unprecedented synthesis of 4-unsubstituted pyridines of both symmetrical and unsymmetrical structures. Under the aerobic copper-catalyzed conditions, the branched t

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.

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

New synthesis of 2-aroylbenzothiazolesviametal-free domino transformations of anilines, acetophenones, and elemental sulfur

A new synthesis of 2-aroylbenzothiazolesviaiodine-promoted domino transformations of anilines, acetophenones, and elemental sulfur was demonstrated. The highlights of this tandem synthesis are (1) easily available anilines and acetophenones as feedstock;

Metal-, Photocatalyst-, and Light-Free Direct C-H Acylation and Carbamoylation of Heterocycles

Direct C-H acylations and carbamoylations of heterocycles can now be readily achieved without requiring any conventional metal, photocatalyst, electrocatalysis, or light activation, thus significantly improving on sustainability, costs, toxicity, waste, and simplicity of the operational procedure. These mild conditions are also suitable for gram-scale reactions and late-stage functionalizations of complex molecules, including pharmaceuticals, N,N-ligands, and light-sensitive molecules.

Metal-Free Halogen(I) Catalysts for the Oxidation of Aryl(heteroaryl)methanes to Ketones or Esters: Selectivity Control by Halogen Bonding

Metal-free halogen(I) catalysts were used for the selective oxidation of aryl(heteroaryl)methanes [C(sp3)?H] to ketones [C(sp2)=O] or esters [C(sp3)?O]. The synthesis of ketones was performed with a catalytic amount of NBS in DMSO solvent. Experimental studies and density functional theory (DFT) calculations supported the formation of halogen bonding (XB) between the heteroarene and N-bromosuccinimide, which enabled imine–enamine tautomerism of the substrates. No additional activator was required for this crucial step. Isotope-labeling and other supporting experiments suggested that a Kornblum-type oxidation with DMSO and aerobic oxygenation with molecular oxygen took place simultaneously. A background XB-assisted electron transfer between the heteroarenes and halogen(I) catalysts was responsible for the formation of heterobenzylic radicals and, thus, the aerobic oxygenation. For selective acyloxylation (ester formation), a catalytic amount of iodine was employed with tert-butyl hydroperoxide in aliphatic carboxylic acid solvent. Several control reactions, spectroscopic studies, and Time-Dependent Density Functional Theory (TD–DFT) calculations established the presence of acetyl hypoiodite as an active halogen(I) species in the acetoxylation process. With the help of a selectivity study, for the first time we report that the strength of the XB interaction and the frontier orbital mixing between the substrates and acyl hypoiodites determined the extent of the background electron-transfer process and, thus, the selectivity of the reaction.

Ball-milling synthesized hydrotalcite supported Cu-Mn mixed oxide under solvent-free conditions: An active catalyst for aerobic oxidative synthesis of 2-acylbenzothiazoles and quinoxalines

A rapid solvent-free ball-milling method was developed to prepare a hydrophobic hydrotalcite supported Cu-Mn mixed oxide catalyst (Cu-Mn/HT). The mechanochemically prepared catalyst exhibited high catalytic activity and recyclability towards the aerobic synthesis of 2-acylbenzothiazoles and quinoxalines in green medium ethanol compared with the ones synthesized via grinding and wet-impregnation. Moreover, control experiments showed that the catalyst was successfully used in green oxidative esterification and coupling as well. Cu-Mn/HT was characterized by BET, ICP, XRD, XPS, SEM and TEM, which indicated that more surface oxygen vacancies and formed CuMn2O4 species on HT might contribute to the catalytic activity.

Metal-free oxidative carbonylation on enaminone CC bond for the cascade synthesis of benzothiazole-containing vicinal diketones

The cascade reactions between enaminones and o-aminothiophenols have been implemented to provide unprecedented vicinal diketones containing benzothiazole structures. The construction of the products has been realized under metal-free conditions via carbon

Copper-II mediated tandem reaction between aromatic ketones and 2-aminobenzenethiol for the synthesis of 2-aroylbenzothiazoles

A novel copper(II) mediated tandem reaction was developed for the synthesis of 2-aroylbenzothiazoles from readily available aryl-alkyl ketones in the presence of oxygen in ethanol. This method is mild, operationally simple, makes the use of inexpensive Cu