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Formation of some 3-aryl-3,4-dihydroisocoumarins by thermal ring closure of stilbene-2-carboxylic acids

Bellinger, G.C.A., Campbell, W.E., Giles, R.G.F. and Tobias, J.D. (1982) Formation of some 3-aryl-3,4-dihydroisocoumarins by thermal ring closure of stilbene-2-carboxylic acids. Journal of the Chemical Society, Perkin Transactions 1 . pp. 2819-2825.

Link to Published Version: http://dx.doi.org/10.1039/P19820002819
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Abstract

When heated at 200 °C, cis- and trans-4′- and 2′-methoxystilbene-2-carboxylic acids have been converted into the title compounds in varying yields, as has trans-4′- hydroxystilbene-2-carboxylic acid. On the other hand, trans-4′-nitrostilbene-2-carboxylic acid affords 3-(4- nitrobenzyl) phthalide. Mass spectrometry provides a simple method of distinguishing between the dihydroisocoumarins and phthalides.

Item Type: Journal Article
Publisher: Royal Society of Chemistry
Copyright: © 1982 Royal Society of Chemistry
URI: http://researchrepository.murdoch.edu.au/id/eprint/35656
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