Document Detail


Selective formation of 2-imidazolines and 2-substituted oxazoles by using a three-component reaction.
MedLine Citation:
PMID:  18431735     Owner:  NLM     Status:  PubMed-not-MEDLINE    
Abstract/OtherAbstract:
Selective formation of 2H-2-imidazolines and 2-substituted oxazoles by using a multicomponent reaction of amines, either aldehydes or ketones, and alpha-acidic isocyano amides or esters is described. By selecting the appropriate solvent, Ag(I) or Cu(I) catalyst, or by employing a weak Brønsted acid, the product formation can be fully controlled and directed quantitatively to the desired heterocyclic scaffold. The described experimental procedures not only significantly increase the scope of compatible inputs for this complexity-generating three-component reaction, but also allow for considerable chemical diversity: At least four diversity points in two distinct scaffolds can be exploited in this way.
Authors:
Niels Elders; Eelco Ruijter; Frans J J de Kanter; Marinus B Groen; Romano V A Orru
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Publication Detail:
Type:  Journal Article    
Journal Detail:
Title:  Chemistry (Weinheim an der Bergstrasse, Germany)     Volume:  14     ISSN:  0947-6539     ISO Abbreviation:  Chemistry     Publication Date:  2008  
Date Detail:
Created Date:  2008-05-26     Completed Date:  2008-08-05     Revised Date:  2009-08-04    
Medline Journal Info:
Nlm Unique ID:  9513783     Medline TA:  Chemistry     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  4961-73     Citation Subset:  -    
Affiliation:
Department of Chemistry and Pharmaceutical Sciences, Vrije Universiteit Amsterdam, De Boelelaan 1083, 1081 HV Amsterdam, The Netherlands.
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