Novel Entry into 5-Decarboxydibenzofurans via Smiles Rearrangement of the Lichen Para-Depside, Erythrin

Novel Entry into 5-Decarboxydibenzofurans via Smiles Rearrangement of the Lichen Para-Depside, Erythrin

Erythrin, isolated in 7.3% yield from the lichen Roccella montagnei, was converted via a Smiles rearrangement to a series of diphenyl ethers. Those with a free carboxylic acid at C-1 underwent a novel decarboxylative oxidative cyclisation in the presence of Pd(OAc)2 to produce 5-decarboxydibenzofura...

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Veröffentlicht in:Journal of chemical research 2010-03, Vol.34 (3), p.154-157
Hauptverfasser: Thadhani, Vinitha M, Choudhary, Muhammad Iqbal, Andersen, Raymond J, Karunaratne, Veranja
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creator Thadhani, Vinitha M
Choudhary, Muhammad Iqbal
Andersen, Raymond J
Karunaratne, Veranja
description Erythrin, isolated in 7.3% yield from the lichen Roccella montagnei, was converted via a Smiles rearrangement to a series of diphenyl ethers. Those with a free carboxylic acid at C-1 underwent a novel decarboxylative oxidative cyclisation in the presence of Pd(OAc)2 to produce 5-decarboxydibenzofurans. All compounds were assayed for their antioxidant and ?-glucuronidase enzyme inhibitory activity.
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title Novel Entry into 5-Decarboxydibenzofurans via Smiles Rearrangement of the Lichen Para-Depside, Erythrin
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