Open AccessFacile Electrochemical Intramolecular Amination of Urea‐Tethered Terminal Alkenes for the Synthesis of Cyclic Ureas
Author(s) -
Ahmed Nisar,
Khatoon Saira
Publication year - 2018
Publication title -
chemistryopen
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.644
H-Index - 29
ISSN - 2191-1363
DOI - 10.1002/open.201800064
Subject(s) - amination , intramolecular force , urea , electrochemistry , terminal (telecommunication) , chemistry , combinatorial chemistry , organic chemistry , computer science , catalysis , electrode , telecommunications
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 cyclised 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 functionalises 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.