Issue 1, 1991
From the journal:

Journal of the Chemical Society, Perkin Transactions 1

2-Benzopyran-3-ones stabilised by alkoxy substituents

David P. Bradshaw,   David W. Jones  and  John Tideswell  

Abstract

In contrast to the corresponding compounds lacking alkoxy substituents, the 2-benzopyran-3-ones 5, 6, 7 and 9 are stable and easily isolated. In contrast to the 6-methoxy derivative 7, the 7-methoxy isomer 8 cannot be isolated; the stabilising effect of the 6,7-methylenedioxy group in 5 and 9 is therefore due to the alkoxy group at C-6. This is consistent with a donor-acceptor interaction involving the C-6 alkoxy group and the pyrone carbonyl which decreases reactivity towards nucleophilic attack by water.

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Article information

DOI
https://doi.org/10.1039/P19910000169
Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1991, 169-173

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2-Benzopyran-3-ones stabilised by alkoxy substituents

D. P. Bradshaw, D. W. Jones and J. Tideswell, J. Chem. Soc., Perkin Trans. 1, 1991, 169 DOI: 10.1039/P19910000169

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