Catalyst- and Supporting-Electrolyte-Free Electrosynthesis of Benzothiazoles and Thiazolopyridines in Continuous Flow.

Autor: Folgueiras-Amador AA; School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK., Qian XY; College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P. R. China., Xu HC; College of Chemistry and Chemical Engineering, Xiamen University, Xiamen, 361005, P. R. China., Wirth T; School of Chemistry, Cardiff University, Park Place, Main Building, Cardiff, CF10 3AT, UK.
Jazyk: angličtina
Zdroj: Chemistry (Weinheim an der Bergstrasse, Germany) [Chemistry] 2018 Jan 09; Vol. 24 (2), pp. 487-491. Date of Electronic Publication: 2017 Dec 06.
DOI: 10.1002/chem.201705016
Abstrakt: 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.
(© 2018 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.)
Databáze: MEDLINE
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