724454-79-9Relevant academic research and scientific papers
Photoinduced remote heteroaryl migration accompanied by cyanoalkylacylation in continuous flow
Duan, Xiu,Guo, Kai,Liu, Jie,Ma, Can-Liang,Qin, Long-Zhou,Qiu, Jiang-Kai,Sun, Qi,Wu, Meng-Yu,Yuan, Xin,Zhang, Xin-Peng,Zhu, Shan-Shan
supporting information, p. 8916 - 8921 (2021/11/27)
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
C2 substituted 2H-benzothiazole aryl acylated derivative, and synthesis method and application thereof
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Paragraph 0027-0028, (2021/07/08)
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
Chen, Bo,Kong, Yao-Lei,Liu, Jin-Chuan,Lu, Qi,Sun, Xiao-Tong,Weng, Jian-Quan
supporting information, (2021/06/03)
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
One-pot synthesis of 2-acylbenzothiazoles from 2-aminobenzenethiols and arylacetonitriles via cyclization and sequential oxidation
Zhang, Shanshan,Wang, Shiwei,Leng, Yuting,Wu, Yangjie
supporting information, (2021/08/13)
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%.
Iodine- And TBHP-Promoted Acylation of Benzothiazoles under Metal-Free Conditions
Wang, Bin,Zhang, Qianwei,Guo, Zhongqi,Ablajan, Keyume
, p. 3058 - 3064 (2020/08/28)
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.
A convenient synthesis of 2-acyl benzothiazoles/thiazoles from benzothiazole/thiazole and N,N'-carbonyldiimidazole activated carboxylic acids
Huang, Tonghui,Wu, Xin,Yu, Yongbo,An, Lin,Yin, Xiaoxing
, p. 1667 - 1670 (2019/06/04)
A convenient and efficient strategy for the synthesis of 2-acyl benzothiazoles/thiazoles has been developed. The treatment of benzothiazole/thiazole with allylic Grignard reagents readily generates the corresponding 2-Grignard reagents, which is followed by a reaction with N,N'-carbonyldiimidazole activated carboxylic acids to afford various 2-acyl benzothiazoles/thiazoles products. The synthetic method is applicable to a wide array of carboxylic acids and allows easy access to 2-acyl benzothiazoles/thiazoles with considerable yields under mild reaction conditions.
Chemoselective copper-catalyzed acylation of benzothiazoles with aryl methyl ketones
Feng, Qiang,Song, Qiuling
supporting information, p. 2445 - 2452 (2014/10/15)
A copper(I) iodide-catalyzed, highly efficient acylation of benzothiazoles with aryl methyl ketones as carbonyl sources under a nitrogen atmosphere was developed. This is an unprecedented protocol and an extremely efficient method for the selective synthesis of 2-acylbenzothiazoles from commercially available, cheap starting materials with excellent chemoselectivity, good functional group tolerability and high turnover numbers (up to 14,200); also scaling up to 160mmol without loss of the efficiency is possible. A variety of 2-acylbenzothiazoles was smoothly prepared in good to excellent yields from aryl methyl ketones and benzothiazoles by a one-pot domino protocol of combined sp3 C-H oxidation, ring opening, and condensation.
Regioselectivity in the addition of grignard reagents to bis(2-benzothiazolyl) ketone: C- vs. O-alkylation using aryl grignard reagents
Boga, Carla,Micheletti, Gabriele
experimental part, p. 5659 - 5665 (2010/12/25)
The reaction between bis(2-benzothiazolyl) ketone (1) and a series of ring-substituted phenyl Grignard reagents gives, in considerable amount, the unexpected O-alkylation product derived from the attack of the Grignard reagent to thecarbonyl oxygen atom,
