Issue 16, 1976

Syntheses with carbanions derived from carbonyl-stabilized sulphonium ylides: a novel route to furan-3(2H)-ones

Abstract

The sulphonium αα′-dicarbonylmethylides (I) were acylated at the β-position in the presence of n-butyl-lithium or lithium di-isopropylamide. These acylated sulphonium ylides underwent thermal elimination of dimethyl sulphide to give alkyl- and aryl-substituted furan-3(2H)-ones (3-hydroxyfurans). The mechanism of furanone formation is discussed.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1976, 1688-1691

Syntheses with carbanions derived from carbonyl-stabilized sulphonium ylides: a novel route to furan-3(2H)-ones

M. Yamamoto, J. Chem. Soc., Perkin Trans. 1, 1976, 1688 DOI: 10.1039/P19760001688

To request permission to reproduce material from this article, please go to the Copyright Clearance Center request page.

If you are an author contributing to an RSC publication, you do not need to request permission provided correct acknowledgement is given.

If you are the author of this article, you do not need to request permission to reproduce figures and diagrams provided correct acknowledgement is given. If you want to reproduce the whole article in a third-party publication (excluding your thesis/dissertation for which permission is not required) please go to the Copyright Clearance Center request page.

Read more about how to correctly acknowledge RSC content.

Spotlight

Advertisements