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Catalyst- and supporting electrolyte-free electrosynthesis of benzothiazoles and thiazolopyridines in continuousf flow

Folgueiras-Amador, Ana A., Qian, Xiang-Yang, Xu, Haichao and Wirth, Thomas ORCID: https://orcid.org/0000-0002-8990-0667 2018. Catalyst- and supporting electrolyte-free electrosynthesis of benzothiazoles and thiazolopyridines in continuousf flow. Chemistry - A European Journal 24 (2) , pp. 487-491. 10.1002/chem.201705016

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Abstract

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.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Wiley
ISSN: 0947-6539
Funders: EPSRC National Mass Spectrometry Facility, Swansea
Date of First Compliant Deposit: 14 November 2017
Date of Acceptance: 10 November 2017
Last Modified: 07 Nov 2023 02:17
URI: https://orca.cardiff.ac.uk/id/eprint/106488

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