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Chemical Papers

, Volume 67, Issue 1, pp 59–65 | Cite as

Thiophenium-ylides: Synthesis and reactivity

  • Aleš Machara
  • Jiří SvobodaEmail author
Original Paper
  • 187 Downloads

Abstract

The reaction of propanedioic acid, 2-diazo-1,3-bis(1,1-dimethylethyl) ester (di-tert-butyl diazomalonate) with a series of cyclopenta[b]thiophenes in the presence of catalytic rhodium acetate was studied. The resulting S—C ylides underwent a rearrangement to form a heterocycle with different topology; thialene, in very low yields. Experimental and spectral data for all compounds are provided.

Keywords

cyclopenta[b]thiophene thiophenium-ylide rhodium catalysis thialene 

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Copyright information

© Institute of Chemistry, Slovak Academy of Sciences 2012

Authors and Affiliations

  1. 1.Department of Organic ChemistryInstitute of Chemical TechnologyPrague 6Czech Republic

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