Maleic anhydrides in synthesis. Preparation of furan-2(5H)-one phosphonate derivatives and a new synthesis of pulvinic acids and pulvinone analogues
- 1 January 1991
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 10,p. 2357-2361
- https://doi.org/10.1039/p19910002357
Abstract
Reactions between substituted maleic anhydrides, viz. 1, and sodium dimethyl phosphite in refluxing benzene are shown to lead to the corresponding furan-2(5H)-one phosphonates 2 and 8. Wadsworth–Emmons olefination reactions involving 2 and heteroarylaldehydes and arylbenzoyl formates 14 then provides a new synthesis of heterocyclic analogues of pulvinones, i.e.10–13, and of permethylated pulvinic acids, e.g.16–17 which are found in higher fungi.Keywords
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