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@IHBT: CSIR-Institute of Himalayan Bioresource Technology, Palampur
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
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| Creator |
Sharma, A
Kumar, R Sharma, A Kumar, Vinod Sinha, Arun K |
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| Subject |
Synthetic Chemistry
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| 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.
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| Publisher |
Wiley-V C H Verlag GmbH, Po Box 10 11 61, D-69451 Weinheim, Germany
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| Date |
2008
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| Type |
Article
PeerReviewed |
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| Format |
application/pdf
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| 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 |
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| Relation |
http://ihbt.csircentral.net/307/
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