A novel synthesis of 3-phenyl-4-hydroxycoumarins

Jain, A. C. ; Rohatgi, V. K. ; Seshadri, T. R. (1967) A novel synthesis of 3-phenyl-4-hydroxycoumarins Tetrahedron, 23 (5). pp. 2499-2504. ISSN 0040-4020

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Official URL: http://www.sciencedirect.com/science/article/pii/0...

Related URL: http://dx.doi.org/10.1016/0040-4020(67)80087-5


Several 2a-hydroxybenzyl-2,4,6-trimethoxycoumaran-3-ones which are substituted in the benzyl part have been found to undergo transformation in the presence of BF3-etherate into the corresponding 3-phenyl-4-hydroxy-coumarins. Since these coumaranones are in turn readily obtainable from α-methoxychalkones, this constitutes a novel and useful synthesis of 3-phenyl-4-hydroxy-coumarins. It involves an acid catalysed rearrangement and suggests an alternative route of biogenesis of these natural products from the corresponding chalkones.

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ID Code:68164
Deposited On:02 Nov 2011 11:29
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