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Facile electrochemical intramolecular amination of urea-tethered terminal alkenes for the synthesis of cyclic ureas

Ahmed, Nisar ORCID: https://orcid.org/0000-0002-7954-5251 and Khatoon, Saira 2018. Facile electrochemical intramolecular amination of urea-tethered terminal alkenes for the synthesis of cyclic ureas. ChemistryOpen 7 (8) , pp. 576-582. 10.1002/open.201800064

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Abstract

Facile intramolecular amination of unactivated alkenes has been achieved by using electricity as a catalyst that helps to generate an intermediate and accelerates formation of cyclic ureas in high yields. Using this method, no metal catalysts were used. During electrolysis, a nitrogen radical was formed at the urea substrate that cyclized with the alkene and generated a terminal carbon radical which further formed a bond with the 2,2,6,6‐tetramethylpiperidine‐N‐oxyl radical (TEMPO). This method of electrolysis not only gives cyclic ureas but also functionalizes terminal unactivated alkenes. This method can be considered to be environmentally friendly given that it avoids the issues of toxicity or complicated metal ligands and could therefore be potentially employed in green chemistry.

Item Type: Article
Date Type: Publication
Status: Published
Schools: Chemistry
Publisher: Wiley
ISSN: 2191-1363
Date of First Compliant Deposit: 31 July 2018
Date of Acceptance: 5 June 2018
Last Modified: 07 May 2023 19:37
URI: https://orca.cardiff.ac.uk/id/eprint/113815

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