Russian Journal of Organic Chemistry

, Volume 41, Issue 2, pp 194–203 | Cite as

Dipolar Cycloaddition of Carbonyl Ylides Generated from Methyl cis-2-Diazoacetyl-1-cyclopropanecarboxylates

  • A. P. Molchanov
  • V. V. Diev
  • J. Kopf
  • R.R. Kostikov


Carbonyl ylide generated from methyl cis-3-diazoacetyl-2,2-diphenyl-1-cyclopropanecarboxylate in the presence of Rh2(OAc)4 when brought into reaction of 1,3-dipolar cycloadditionя with N-arylmaleimides afforded substituted 4-aryl-7-methoxy-9,9-diphenyl-12-oxa-4-azatetracyclo-[,6.08,10]dodecene-3,5,11-triones. Concurrent processes resulted in formation of cycloheptatrienes, hydroxyacetylcyclopropanecarboxylates, and benzophenone. Carbonyl ylide generated from methyl cis-2-diazoacetyl-1-cyclopropanecarboxylate in the same reaction gave rise to exo- and endo-4-aryl-7-methoxy-12-oxa-4-azatetracyclo[,6.08,10] dodecene-3,5,11-triones.


Methyl Organic Chemistry Carbonyl Benzophenone Triones 
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Copyright information

© MAIK “Nauka/Interperiodica” 2005

Authors and Affiliations

  • A. P. Molchanov
    • 1
  • V. V. Diev
    • 1
  • J. Kopf
    • 2
  • R.R. Kostikov
    • 1
  1. 1.St. Petersburg State UniversitySt. PetersburgRussia
  2. 2.Institut fur Anorganische ChemieHamburgGermany

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