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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