Addition of hypobromous acid to 1-phenylcycloalkenes |
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Authors: | M Ceylan E Findik E Sahin C Kazaz |
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Institution: | 1.Department of Chemistry, Faculty of Arts and Science,Gaziosmanpasa University,Tokat,Turkey;2.Department of Chemistry, Faculty of Arts and Science,Atatürk University,Erzurum,Turkey |
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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. |
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