52334-38-0Relevant academic research and scientific papers
A Convenient Procedure for the Formation of 2-Substituted Thiazolopyridines
El-Hiti, Gamal A.
, p. 837 - 841 (2003)
2-Substituted thiazolo[4,5-b]pyridines and thiazolo[5,4-c]pyridines are prepared in reasonable yields by a procedure involving reaction of a mixture of ortho-amino (diisopropyldithiocarbamato) pyridine, carboxylic acid, and phosphorus oxychloride. The procedure provides a more convenient route than methods involving prior formation and isolation of the acid amide and cyclisation to give the desired product. The procedure is proven to be general for a wide range of substituents.
Copper-Catalyzed Benzylic C—H Functionalization, Oxidation and Cyclization of Methylarenes: Direct Access to 2-Arylbenzothiazoles
Yu, Wentao,Wu, Wanqing,Jiang, Huanfeng
, p. 1158 - 1166 (2019/10/22)
The direct C—H functionalization of methylarenes is of great significance. Herein, a copper-catalyzed oxidative C—N/C—S bond formation through benzylic C(sp3)—H functionalization, oxidation and cyclization of methylarenes is reported. Various 2-arylbenzothiazoles have been synthesized in moderate to excellent yields with readily available o-iodoaniline, potassium sulfide, and methylarenes as raw materials.
Room-temperature ligand-free Pd/C-catalyzed C-S bond formation: Synthesis of 2-substituted benzothiazoles
Cheng, Yannan,Peng, Qian,Fan, Weigang,Li, Pixu
, p. 5812 - 5819 (2014/07/08)
The synthesis of 2-substituted benzothiazoles has been achieved via cyclization of o-iodothiobenzanilide derivatives using Pd/C as the catalyst at room temperature. The protocol is ligand-free, additive-free, and high-yielding and involves very mild conditions.
Use of molecular oxygen as a reoxidant in the synthesis of 2-substituted benzothiazoles via palladium-catalyzed C-H functionalization/intramolecular C-S bond formation
Inamoto, Kiyofumi,Hasegawa, Chisa,Kawasaki, Junpei,Hiroya, Kou,Doi, Takayuki
experimental part, p. 2643 - 2655 (2010/12/25)
Molecular oxygen (O2) was successfully employed as a reoxidant in cyclizations of thiobenzanilides 1a-s through a palladium-catalyzed C-H functionalization/intramolecular C-S bond formation process, leading to an efficient, green method for the synthesis of 2-arylbenzothiazoles 2a-s. Addition of cesium fluoride (CsF) greatly enhanced the reactions, which produced variously substituted 2-arylbenzothiazoles with good functional group tolerance. Thioureas 4a-j were also found to be suitable substrates for the cyclization process using a palladium/O2 catalyst system, thus generating 2-aminobenzothiazoles 5a-j. One-pot syntheses of 2-aminobenzothiazoles 5a-j from aryl isothiocyanates 6 and amines 7 were also successful.
Nouvelle methode de synthese de thiazolopyridines
Couture, Axel,Grandclaudon, Pierre,Huguerre, Eric
, p. 1765 - 1770 (2007/10/02)
It has been established that the direct condensation between aromatic and aliphatic thioesters and the variously generated anion of aminochloropyridines represents the best method for the synthesis of thiazolopyridines.The transient thioamides, sometimes isolated, can be easily converted chemically or photochemically into the desired fused heterocycles.
