Maleic anhydrides in synthesis. Preparation of furan-2(5H)-one phosphonate derivatives and a new synthesis of pulvinic acids and pulvinone analogues

1991/01/01 by Gerald Pattenden, Michael W. Turvill, Alan P. Chorlton · 2 citations
Chemistry · #Organic Chemistry Synthesis Methods #Advanced Synthetic Organic Chemistry #Synthetic Organic Chemistry Methods

paper · doi:10.1039/p19910002357

openalex publication_date 1991/01/01 · openalex created_date 2025/10/10 · openalex updated_date 2026/07/28

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.

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• Pulvinone [wikipedia]