112463-77-1Relevant academic research and scientific papers
DMSO-mediated palladium-catalyzed cyclization of two isothiocyanates: Via C-H sulfurization: A new route to 2-aminobenzothiazoles
Yao, Guangkai,Wang, Bing-Feng,Yang, Shuai,Zhang, Zhi-Xiang,Xu, Han-Hong,Tang, Ri-Yuan
, p. 3403 - 3406 (2019/02/10)
DMSO was found to activate arylisothiocyanates for self-nucleophilic addition. A subsequent intramolecular C-H sulfurization catalyzed by PdBr2 enables access to a wide range of 2-aminobenzothiazole derivatives in moderate to good yields. This is the first example of a DMSO-mediated Pd-catalyzed synthesis of 2-aminobenzothiazoles through cyclization/C-H sulfurization of two isothiocyanates.
Metal-Free Synthesis of 2-Aminobenzothiazoles via Iodine-Catalyzed and Oxygen-Promoted Cascade Reactions of Isothiocyanatobenzenes with Amines
Xu, Yuanshuang,Li, Bin,Zhang, Xinying,Fan, Xuesen
, p. 9637 - 9646 (2017/09/23)
In this paper, a highly efficient and sustainable synthesis of 2-aminobenzothiazoles through the cascade reactions of isothiocyanatobenzenes with primary or secondary amines by using iodine as a catalyst and oxygen as an oxidant is presented. Mechanistically, the formation of the title compounds involves the in situ formation of the required benzothiourea intermediate followed by its intramolecular cross dehydrogenative coupling of a C(sp2)-H bond and a S-H bond. To our knowledge, this should be the first example in which 2-aminobenzothiazoles are efficiently prepared from simple and cheap isothiocyanates and amines under metal-free conditions by using iodine as a catalyst and molecular oxygen as an oxidant with water as the byproduct. Compared with literature protocols, this method eliminates the use of ortho-halo-substituted precursors, expensive transition-metal catalysts, and hazardous oxidants.
Synthesis method of 2-aminobenzothiazole compounds
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Paragraph 0049; 0050; 0051, (2017/11/16)
The invention discloses a preparation method of 2-aminobenzothiazole compounds. The 2-aminobenzothiazole compounds is prepared from the following steps of dissolving phenyl/naphthalene isothiocyanateand primary amine into a solvent, adding a catalyst iodine and an oxidant, carrying out one-pot multi-step tandem reaction to prepare the 2-aminobenzothiazole compounds under the temperature of 80 to 150 DEG C. The synthesis method has the advantages that raw materials are cheap and easily available, the reaction condition is mild, the substrate application range is broad, atom economy is high, requirements of green chemical are met, and a novel method which is economical and practical and green and environmentally friendly is provided for synthesis of the 2-aminobenzothiazole compounds.
Cycloaddition Elimination Reactions of 4-Aryl-5-arylimino-1,2,4-dithiazolidin-3-ones (Mustard Oil Oxides)
Tittelbach, Franz
, p. 579 - 592 (2007/10/02)
4-Aryl-5-arylimino-1,2,4-dithiazolidin-3-ones (1) react with isocyanates, isothiocyanates, and cyanic acid esters by exchange of the COS-part from 1 affording thiadiazole and dithiazole derivatives 4, 5, 6, or 12.The reaction products are able to give fur
EIN NEUER WEG ZU 2H-1,2,4-BENZOTHIADIAZINDERIVATEN
Kresze, Guenter,Hatjiissaak, Anastassios
, p. 41 - 48 (2007/10/02)
2-Substituted 2H-1,2,4-benzothiadiazine-1-oxides are prepared by reaction of aryl guanidines with SOCl2 in presence or without Lewis acids.The scope of this reaction and some transformations of the products are investigated.
