1213706-17-2Relevant academic research and scientific papers
DDQ-promoted C-S bond formation: Synthesis of 2-aminobenzothiazole derivatives under transition-metal-, ligand-, and base-free conditions
Wang, Rui,Yang, Wen-Juan,Yue, Liang,Pan, Wei,Zeng, Hong-Yao
, p. 1643 - 1648 (2012)
A transition-metal-free method for the intramolecular S-arylation of o-halobenzothiaoureas via DDQ-mediated leading to the 2-aminobenzothiazole derivatives is reported. The reactions are performed at room temperature under ligand- and base-free conditions with good to excellent yields. Georg Thieme Verlag Stuttgart · New York.
Postsynthetic modification of IRMOF-3 with a copper iminopyridine complex as heterogeneous catalyst for the synthesis of 2-aminobenzothiazoles
Liu, Jie,Zhang, Xiaobin,Yang, Jin,Wang, Lei
, p. 198 - 203 (2014/03/21)
A copper iminopyridine complex has been immobilized on to a metal-organic framework (MOF) through postsynthetic modification of IRMOF-3. The modified MOFs were fully demonstrated by using a variety of methods, and the structural integrity of the modified
Direct transition metal-free C-S bond formation: Synthesis of 2-aminobenzothiazole derivatives via base-mediated approach
Wang, Rui,Chen, Zhi,Yue, Liang,Pan, Wei,Zhao, Jun-Jie
experimental part, p. 4529 - 4531 (2012/09/22)
A general, efficient, and more practical protocol for the base-mediated intermolecular or intramolecular S-arylation leading to the 2-aminobenzothiazole derivatives is reported. Remarkably, all reactions were carried out under transition-metal-free conditions with good to excellent yields, rendering the methodology presented herein highly valuable from both environmental and economic points of view.
Synthesis of 2-aminobenzothiazoles via copper(I)-catalyzed cross-coupling with part-per-million catalyst loadings
Sun, Ya-Lei,Zhang, Yuan,Cui, Xiao-Hui,Wang, Wei
supporting information; experimental part, p. 1174 - 1178 (2011/07/09)
An efficient protocol has been developed for the preparation of 2-aminobenzothiazoles via a copper(I)-catalyzed tandem reaction of 2-iodoanilines with isothiocyanates at very low catalyst loadings [typically 50ppm of copper(I) iodide (CuI)]. A variety of 2-iodoanilines could be cross-coupled with isothiocyanates, affording 2-aminobenzothiazoles in moderate to good yields (49-93%) under the given conditions. The turnover number (TON) of this reaction reaches 67,000 and the reaction could be scaled up, at least, to the gram-scale. Copyright
Synthesis of 2-aminobenzothiazole via FeCl3-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water
Ding, Qiuping,Cao, Banpeng,Liu, Xianjin,Zong, Zhenzhen,Peng, Yi-Yuan
supporting information; experimental part, p. 1607 - 1610 (2010/12/19)
An FeCl3-catalyzed tandem reaction of 2-iodoaniline with isothiocyanate in water is described, which provides an environmentally benign, efficient, and practical route for the generation of 2-aminobenzothiazole. This present tandem process shows broad substrate scope in the presence of octadecyltrimethylammonium chloride as a phase-transfer catalyst. In addition, the reaction media can be recovered and recycled without loss of efficiency.
Iron-catalyzed tandem reactions of 2-halobenzenamines with isothiocyanates leading to 2-aminobenzothiazoles
Qiu, Jing-Wen,Zhang, Xing-Guo,Tang, Ri-Yuan,Zhong, Ping,Li, Jin-Heng
supporting information; scheme or table, p. 2319 - 2323 (2009/12/29)
A highly practical method for the synthesis of 2-aminobenzothiazoles has been developed through an iron-catalyzed tandem reaction. The present tandem process allows the assembly of a wide range of 2-aminobenzothiazoles by the reactions of 2-halobenzenamin
