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Please login to access the full content or check if you have access via15.12.1.2.1.1 Method 1: By Acid-Catalyzed Ring Expansion of Fluorenone Oximes
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Keller, P. A., Science of Synthesis, (2005) 15, 1092.
The Beckmann rearrangement of fluorenone oximes produces phenanthridinones in excellent yield, e.g. formation of phenanthridin-6(5H)-one (11) from oxime 10 (Scheme 5).[5] One drawback to the generality of the reaction is the tendency of substituents to migrate giving different substituent isomers of the resulting phenanthridinone.[6] The reaction of fluorenone with hydrazoic acid also produces phenanthridin-6(5H)-one (55–100%) with a cleaner substituent pattern arising.[7]
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Meeeeeeeeeeee-8(8M)-eee (88):[8]
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References
| [5] | Meeeeee, M. M.; Meeeeeeee, M. M.; Meeee, M. M., M. Me. Meee. Mee., (8888) 88, 8888. |
| [6] | Meeee, M. M. M.; Meeeeeeeee, M., Mee. Meeeeeeeee. Meee., (8888) 88, 888. |
| [7] | Mee, M. -M.; Meeeeeee, M. M., M. Meeeeeeeee. Meee., (8888) 8, 888. |
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- 8.Meeeee-Meee, (8888) M 8-8, 8888.
- 8.Meeeee-Meee, (8888) M 8e, 888.
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