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Russian Journal of Organic Chemistry

, Volume 55, Issue 5, pp 640–645 | Cite as

Chemical Transformations of Tetracyclo[3.3.1.1.3,7.0.1,3]decane (1,3-Dehydroadamantane): VIII. Reaction of 1,3-Dehydroadamantane with Aliphatic Aldehydes

  • V. M. MokhovEmail author
  • K. R. Saad
  • G. Yu. Parshin
  • G. M. ButovEmail author
Article
  • 16 Downloads

Abstract

The reaction of 1,3-dehydroadamantane with aliphatic aldehydes involves the Ca-H bond and forms hardly accessible branched 2-(1-adamantyl)alkylaldehydes in one stage in a yield of 60-78%. It is found that 2-(1-adamantyl)alkylaldehydes are prone to oligomerization. The reaction of 2-(1-adamantyl)-alkylaldehydes with 2,4-dinitrophenylhydrazine gave the corresponding hydrazones in a yield of 84-98%.

Keywords

propellanes 1,3-dehydroadamantane aldehydes, hydrazones 

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Copyright information

© Pleiades Publishing, Ltd. 2019

Authors and Affiliations

  1. 1.Volgograd State Technical UniversityVolgogradRussia
  2. 2.Volzhsky Polytechnic Institute (Branch)Volgograd State Technical UniversityVolzhskii, Volgograd obl.Russia

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