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Remarkable synergism in methylimidazole-promoted decarboxylation of substituted cinnamic acid derivatives in basic water medium under microwave irradiation: a clean synthesis of hydroxylated (E)-stilbenes*

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Title Remarkable synergism in methylimidazole-promoted
decarboxylation of substituted cinnamic acid derivatives in
basic water medium under microwave irradiation: a clean
synthesis of hydroxylated (E)-stilbenes*
 
Creator Kumar , V
Sharma, A
Sharma, A
Sinha, Arun K
 
Subject Natural Product Chemistry
 
Description A metal-free protocol for decarboxylation of substituted a-phenylcinnamic acid derivatives in aqueous media is developed,
wherein a remarkable synergism between methylimidazole and aq NaHCO3 in polyethylene glycol under microwave furnished the corresponding
para/ortho hydroxylated (E)-stilbenes in a mild and efficient manner. The critical role of water in facilitating the decarboxylation
imparts an interesting facet to the synthetic utility of water mediated organic transformations. The developed protocol provides a clean alternative
to the hitherto indispensable multistep approaches involving toxic quinoline and a copper salt combination as the common decarboxylating
agent.
 
Date 2007
 
Type Article
PeerReviewed
 
Identifier Kumar , V and Sharma, A and Sharma, A and Sinha, Arun K (2007) Remarkable synergism in methylimidazole-promoted decarboxylation of substituted cinnamic acid derivatives in basic water medium under microwave irradiation: a clean synthesis of hydroxylated (E)-stilbenes*. Tetrahedron, 63. pp. 7640-7646.
 
Relation http://ihbt.csircentral.net/530/