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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Authors: | Vinod Kumar |
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Affiliation: | Natural Plant Products Division, Institute of Himalayan Bioresource Technology, Post Box No. 6, Palampur 176061, HP, India |
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Abstract: | A metal-free protocol for decarboxylation of substituted α-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. |
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Keywords: | α-Phenylcinnamic acids (E)-Stilbenes Decarboxylation Methylimidazole Water chemistry |
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