Synthesis of Symmetrically and Unsymmetrically Substituted N,N′-Diaryl­imidazolin-2-ones by Copper-Catalyzed Arylamidation under Microwave-Assisted­ and Conventional Conditions

Autor:	Doris Kunz, Thomas Hafner
Rok vydání:	2007
Předmět:	chemistry.chemical_compound chemistry Aryl Organic Chemistry Copper catalyzed chemistry.chemical_element Substrate (chemistry) Homogeneous catalysis Copper Medicinal chemistry Microwave assisted Catalysis Amination
Zdroj:	Synthesis. 2007:1403-1411
ISSN:	1437-210X 0039-7881
DOI:	10.1055/s-2007-966021
Popis:	A convenient synthesis of unsymmetrically substituted N, N′-diarylimidazolin-2-ones is reported. Starting from 2,2-dimethoxyethylamine, the first aryl group was introduced by reaction with arylisocyanate and subsequent cyclization to afford N-arylimidazolin-2-ones. The second arylation step was then accomplished by microwave-assisted copper-catalyzed arylamidation of the N-arylimidazolin-2-ones with a variety of aryliodides and arylbromides to give unsymmetrically substituted N, N′-diarylimidazolin-2-ones. Symmetrically substituted N, N′-diarylimidazolin-2-ones could also be prepared from imidazolin-2-one in a two-fold copper-catalyzed arylamidation, however, the nature of the substrate limits the use of this reaction.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ef95cd696c9332321391cc81ec078bc4 https://doi.org/10.1055/s-2007-966021 Zobrazit plný text záznamu