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Russian Chemical Bulletin

, Volume 58, Issue 11, pp 2299–2303 | Cite as

Addition of hypobromous acid to 1-phenylcycloalkenes

  • M. Ceylan
  • E. Findik
  • E. Sahin
  • C. Kazaz
Full Articles

Abstract

Reaction of 1-phenylcyclooctene and 1-phenylcycloheptene with N-bromosuccinimide (NBS) in aqueous DMSO gives the corresponding 3-bromo-2-phenylcycloalkenes and 2-phenylcycloalk-2-enols in a ratio of 3 : 1. Unlike them, 1-phenylcyclohexene gives a mixture of 3-bromo-2-phenylcyclohexene and 2-bromo-l-phenylcyclohexanol. The oxidation of allylic alcohols with pyridinium chlorochromate afforded the corresponding α,β-unsaturated ketones.

Key words

1-phenylcycloalkenes allylic bromides allylic alcohols N-bromosuccinimide α,β-enones 

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Copyright information

© Springer Science+Business Media, Inc.  2009

Authors and Affiliations

  1. 1.Department of Chemistry, Faculty of Arts and ScienceGaziosmanpasa UniversityTokatTurkey
  2. 2.Department of Chemistry, Faculty of Arts and ScienceAtatürk UniversityErzurumTurkey

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