Record Details

Unique Versatility of Ionic Liquids as Clean Decarboxylation Catalyst Cum Solvent: A Metal- and Quinoline-Free Paradigm towards Synthesis of Indoles, Styrenes, Stilbenes and Arene Derivatives under Microwave Irradiation in Aqueous Conditions

IR@CSIR-IHBT

View Archive Info
 
 
Field Value
 
Title Unique Versatility of Ionic Liquids as Clean Decarboxylation
Catalyst Cum Solvent: A Metal- and Quinoline-Free Paradigm
towards Synthesis of Indoles, Styrenes, Stilbenes and Arene
Derivatives under Microwave Irradiation in Aqueous
Conditions
 
Creator Sharma, A
Kumar, R
Sharma, A
Kumar, Vinod
Sinha, Arun K
 
Subject Synthetic Chemistry
 
Description Ionic liquids have been found to provide a new platform for metal- and quinoline-free decarboxylation of various N-heteroaryl and aryl carboxylic acids under microwave irradiation in aqueous condition. The method was found to possess a wide substrate scope towards the synthesis of various pharmacologically and industrially important aromatic compounds including indoles, styrenes, stilbenes, and nitro- or hydroxyarene derivatives. The decarboxylation of indole and alpha-phenylcinnamic acids proceeded well without addition of any catalyst in neat 1-hexyl-3-methylimidazolium bromide ([hmim]Br) and 1-methylimidazolium p-toluenesulfonic acid ([Hmim]PTSA), respectively, while addition of a mild base like aqueous sodium hydrogen carbonate (NaHCO(3)) to [hmim]Br further improved the decarboxylation of hydroxylated cinnamic and aromatic acid substrates. The developed methodology not only precludes the usage of toxic metal/quinoline and harsh organic bases but also offers several inherent benefits like recyclability of reagent system, reduction in waste and hazards, short reaction time besides ease of product recovery.
 
Publisher Wiley-V C H Verlag GmbH, Po Box 10 11 61, D-69451 Weinheim, Germany
 
Date 2008
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://ihbt.csircentral.net/307/1/293_2008_Unique.pdf
Sharma, A and Kumar, R and Sharma, A and Kumar, Vinod and Sinha, Arun K (2008) Unique Versatility of Ionic Liquids as Clean Decarboxylation Catalyst Cum Solvent: A Metal- and Quinoline-Free Paradigm towards Synthesis of Indoles, Styrenes, Stilbenes and Arene Derivatives under Microwave Irradiation in Aqueous Conditions. Advanced Synthesis and Catalysis, 350 (18). pp. 2910-2920. ISSN 1615-4150
 
Relation http://ihbt.csircentral.net/307/