Russian Journal of Organic Chemistry

, Volume 42, Issue 10, pp 1486–1489 | Cite as

Reformatsky reaction of methyl 1-bromocycloalkane-1-carboxylates with phenyl-and benzoylhydrazones derived from aromatic aldehydes

  • V. V. Shchepin
  • N. F. Kirillov
  • V. S. Melekhin
Article

Abstract

Reformatsky reagents obtained from methyl 1-bromocyclohexane-and 1-bromocyclopentane-1-carboxylates reacted with aromatic aldehyde phenyl-and benzoylhydrazones to give 3-aryl-2-phenylamino-2-azaspiro[3.5]nonan-, 3-aryl-2-phenylamino-2-azaspiro[3.4]octan-, 3-aryl-2-benzoylamino-2-azaspiro[3.5]-nonan-, and 3-aryl-2-benzoylamino-2-azaspiro[3.4]octan-1-ones, respectively. The reaction of furan-2-carbaldehyde phenylhydrazone with methyl 1-bromocyclohexane-1-carboxylate and zinc led to the formation of 4-(2-furyl)-2-phenyl-2,3-diazaspiro[4.5]decan-1-one.

Keywords

Aromatic Aldehyde HMPA Phenylhydrazone Anhydrous Benzene Benzoylhydrazones 

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Reference

  1. 1.
    Kirillov, N.F. and Shchepin, V.V., Russ. J. Gen. Chem., 2005, vol. 75, p. 590.CrossRefGoogle Scholar

Copyright information

© Pleiades Publishing, Inc. 2006

Authors and Affiliations

  • V. V. Shchepin
    • 1
  • N. F. Kirillov
    • 1
  • V. S. Melekhin
    • 1
  1. 1.Perm State UniversityPermRussia

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