126521-89-9

Upstream product

• 111259-59-7 bis(2-benzothiazolyl)-p-nitrophenylmethane 
• 136712-88-4 2,3-dihydro-3-(4-nitrobenzoyl)-2-benzothiazolecarbonitrile 
• 32137-73-8 2-(trimethylsilyl)benzothiazole 
• 122-04-3 4-nitro-benzoyl chloride 
• 95-16-9 1,3-Benzothiazole 
• 137-07-5 2-amino-benzenethiol 
• 100-19-6 (4-nitrophenyl)ethanone 
• 1141-88-4 2-Aminophenyl disulfide 
• 51738-10-4 2,2-dibromo-1-(4-nitrophenyl)ethene 
• 5281-22-1 1-(2,2-dichlorovinyl)-4-nitrobenzene 
• 615-43-0 2-iodophenylamine 
• 62-53-3 aniline 
• 940-13-6 1-(2-bromoethynyl)-4-nitrobenzene 

Relevant academic research and scientific papers

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

Regioselectivity in the addition of vinylmagnesium bromide to heteroarylic ketones: C- versus O-alkylation

The reactivity of heteroarylic ketones toward vinylmagnesium bromide (2) and the regiochemistry of the addition were investigated. The reactivity drastically increases when the carbonyl is conjugated with at least one aza group and the regiochemistry of the addition of the vinyl Grignard reagent depends on the carbonyl compound: in the series of di(heteroazolyl) ketones the O-alkylation product was observed as unique with di(1,3-benzothiazol-2-yl) ketone, and in different relative ratios with respect to the classic C-alkylation product with di(1,3-thiazol-2-yl) ketone, (1,3-benzothiazol-2-yl) (1,3-thiazol-2-yl) ketone, and di(1,3-benzoxazol-2-yl) ketone, whereas di(N-methylbenzimidazol-2-yl) ketone gave the exclusive formation of the carbinol. This behavior can be explained by the intervention of the delocalization power of the heterocyclic ring and this was confirmed by the results obtained from the reaction between vinylmagnesium bromide and a series of mixed (1,3-benzothiazol-2-yl) (para-substituted phenyl) ketones, that showed a relative O-/C-alkylation ratio dependent on the nature and on the electronic effect of the substituent on the phenyl ring. The results are in agreement with the existence of intermediate species bearing a negative charge on the benzylic carbonyl carbon atom, and make the O-alkylation reaction between vinyl Grignard reagents and carbonyl compounds no longer a rare case, since it was observed with a number of heterocyclic carbonyl compounds, such as (1,3-benzothiazol-2- yl) aryl ketones and di(heteroaryl) ketones of the pentatomic 1,3-heteroazolic series.

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.

Synthesis of 2-Acylbenzothiazoles via the Cu(OTf)2-Catalyzed tandem reaction of β,β-Dihalidestyrenes with 2,2′- Disulfanediyldianilines

A new method has been developed for the one-pot construction of 2-acylbenzothiazoles via the Cu(OTf)2-catalyzed tandem reaction of β,β-dihalidestyrenes with 2,2′-disulfane-diyldianilines. A variety of different dihalidestyrenes and diphenyldisulfanes were efficiently converted into the corresponding 2-acylbenzothiszole derivatives in the presence of Cu(OTf)2. Most importantly, this protocol allowed for the long chain 1,1-dibromohept-1-ene to be converted into the corresponding 2-hexylbenzo[d]thiazole in moderate yield. Georg Thieme Verlag Stuttgart, New York.

Design and synthesis of 2-acylbenzothiazoles via in situ cross-trapping strategy from benzothiazoles with aryl ketones

An I2/KOH synergistically promoted direct ring-opening aroylation of benzothiazoles with aryl ketones has been discovered. Aryl ketones were seen to act as carbonyl sources to construct 2-acylbenzothiazoles. This reaction could provide an example for the convergent integration of self-labor domino sequences based on an in situ cross-trapping strategy.

A novel self-sequence reaction network involving a set of six reactions in one pot: The synthesis of substituted benzothiazoles from aromatic ketones and anilines

Employing simple and readily available aromatic ketones and anilines as starting materials resulted in the construction of 2-acylbenzothiazoles via a novel self-sequence reaction network, which assembles six reactions in one pot. The reaction network not only supplied a novel method for constructing complex molecules but also provided a typical example for logical self-organization synthesis.

I2 promoted domino oxidative cyclization for one-pot synthesis of 2-acylbenzothiazoles via metal-free sp3 C-H functionalization

An I2 promoted domino protocol was developed to construct 2-acylbenzothiazoles from simple and readily available aromatic ketones/unsaturated methyl ketones and o-aminobenzenethiols. The reaction proceeded smoothly under metal-free and peroxide

A sustainable synthesis of 2-benzoxazyl and 2-benzothiazyl ketones from alkynyl bromides and 2-amino(thio)phenols promoted by a recyclable catalytic system

An environmentally and economically sustainable synthesis of 2-benzoxazyl ketones and 2-benzothiazyl ketones through FeCl3·6H 2O catalyzed tandem reactions of alkynyl bromides with 2-amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium. An environmentally and economically sustainable synthesis of 2-benzoxazyl ketones and 2-benzothiazyl ketones through FeCl3·6H2O catalyzed tandem reactions of alkynyl bromides with 2-amino(thio)phenols in [bmim]BF4 has been developed. Remarkable advantages of this new synthetic strategy include high efficiency, readily available starting materials, and recyclable catalyst and reaction medium. Copyright

Synthesis of heteroaryl ketones via tandem reaction of 1,1-dibromoethenes

A novel method for the synthesis of heteroaryl ketones through one-pot tandem reaction of 1,1-dibromoethenes with 2-amino(thio)phenols promoted by TBAF·3H2O and RuCl3(5%)/air was developed. This novel method includes several reactions in one-pot and utilizes economical yet efficient reagents to generate synthetically and biologically interesting heteroaryl ketones under mild conditions with good efficiency.

Rucl33h2o catalyzed tandem reaction of alkynylbromides with 2-aminothiophenols in water: A convenient synthesis of 2-benzoylbenzothiazoles

RuCl33H2O catalyzed tandem reaction of alkynyl bromides with 2-aminothiophenols mediated by water is shown to represent a convenient synthesis of 2-benzoylbenzothiazoles. In addition, the Ru(iii) catalyst could be readily recovered and efficiently reused together with water up to three times. CSIRO 2011.