A novel cyclopropanation

  • Tracy Matthew Bostick
  • , Sean D. Christie
  • , Terrence Joseph Connolly
  • , Steven Copp
  • , Richard Francis Langler
  • , Darren Leonard Reid
  • , Michael Zaworotko

Research output: Contribution to journalArticlepeer-review

Abstract

Reaction between benzaldehyde and methyl α-benzylsulfonylacetate furnishes methyl (E)-α-benzylsulfonyl-β-phenylacrylate as the exclusive Knoevenagel adduct. The related condensations between α-benzylsulfonylacetonitrile and paraformaldehyde furnish trans-1-benzylsulfonyl-2-phenylcyclopropane-1-carbonitrile in modest yields. These product structures are established by X-ray crystallographic analysis. Phenylsulfene is ruled out as an intermediate in the formation of the cyclopropane.

Original languageEnglish
Pages (from-to)243-247
Number of pages5
JournalAustralian Journal of Chemistry
Volume49
Issue number2
DOIs
Publication statusPublished - 1996
Externally publishedYes

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