ChemInform Abstract: Novel Conversion of Perfluoro(2,6-dimethyl-1-azacyclohexene) to 3,3,4,4,5-Pentafluoro-2,6-diphenyl-2,6-bis (trifluoromethyl)-1-azabicyclo[3.1.0]hexane.
โ Scribed by R. Eric Banks; Mohamed K. Besheesh; Nicholas J. Lawrence; Robin G. Pritchard; David J. Tovell
- Publisher
- John Wiley and Sons
- Year
- 2010
- Weight
- 34 KB
- Volume
- 30
- Category
- Article
- ISSN
- 0931-7597
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โฆ Synopsis
Novel
Conversion of Perfluoro(2,6-dimethyl-1-azacyclohexene) to 3,3,4,4,5-Pentafluoro-2,6-diphenyl-2,6-bis (trifluoromethyl)-1azabicyclo[3.1.0]hexane.
-Treatment of perfluoro-azacyclohexene (I) with 2 equiv.
of phenyllithium (V) in a cyclohexane/Et 2 O mixture provides access to azabicyclohexane (VI) in good yield. The nitranion implicated in this novel conversion can be trapped with sulfuric acid giving cis-2,6-diphenylpiperidine, the analogous product to (III) formed from (I) and
๐ SIMILAR VOLUMES
1997 structure structure (organic substances) K 9000 38 -036 trans-3,5-Diphenyl-1,4,2,6-oxathiadiphosphorinane-3,5-dione. -X-Ray structure determination of title compound (I) reveals trans disposition of the phenyl substituents and distorted chair conformation of the heterocycle.