59171-46-9Relevant articles and documents
Functionalization of activated methylene C-H bonds with nitroarenes and sulfur for the synthesis of thioamides
Do, Nhan T.,Tran, Khoa M.,Phan, Hao T.,To, Tuong A.,Nguyen, Tung T.,Phan, Nam T. S.
supporting information, p. 8987 - 8991 (2019/10/28)
We report a method to obtain arylthioamides by the functionalization of sp3 C-H bonds in phenylacetic acids and benzyl alcohols. Reactions proceeded without the use of any solvents and were compatible with many functionalities and heterocycles. These conditions allow for a rapid synthesis of thioamides from simple, commercial substrates.
Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow
Folgueiras-Amador, Ana A.,Qian, Xiang-Yang,Xu, Hai-Chao,Wirth, Thomas
supporting information, p. 487 - 491 (2017/12/15)
A catalyst- and supporting electrolyte-free method for electrochemical dehydrogenative C?S bond formation in continuous flow has been developed. A broad range of N-arylthioamides have been converted to the corresponding benzothiazoles in good to excellent yields and with high current efficiencies. This transformation is achieved using only electricity and laboratory grade solvent, avoiding degassing or the use of inert atmosphere. This work highlights three advantages of electrochemistry in flow, which is (i) a supporting electrolyte-free reaction, (ii) an easy scale-up of the reaction without the need for a larger reactor and, (iii) the important and effective impact of having a good mixing of the reaction mixture, which can be achieved effectively with the use of flow systems. This clearly improves the reported methods for the synthesis of benzothiazoles.
Palladium-catalyzed C-H cyclization in water: A milder route to 2-arylbenzothiazoles
Inamoto, Kiyofumi,Nozawa, Kanako,Kondo, Yoshinori
supporting information; experimental part, p. 1678 - 1682 (2012/07/17)
Water was successfully employed as a reaction medium in palladium-catalyzed C-H cyclization of thiobenzanilides. Reactions efficiently proceeded under considerably mild conditions such as 40 °C in water, providing a more practical, greener method for the synthesis of 2-arylbenzothiazoles. For some substrates, the addition of an amphiphilic surfactant greatly enhanced the process. The method represents a rare example of palladium-catalyzed C-H functionalization processes performed in water. Georg Thieme Verlag Stuttgart · New York.