Effect of π??Electron Delocalization on Tautomeric Equilibria–Benzoannulated 2??Phenacylpyridines

…, E Kolehmainen, H Loghmani??Khouzani…

Index: Gawinecki, Ryszard; Kolehmainen, Erkki; Loghmani-Khouzani, Hossein; Osmialowski, Borys; Lovasz, Tamas; Rosa, Pavel European Journal of Organic Chemistry, 2006 , # 12 p. 2817 - 2824

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Citation Number: 15

Abstract

Abstract Most benzoannulated 2-methylpyridines react with phenyllithium and substituted alkyl benzoates to give the corresponding 2-phenacylpyridines. 3-Methylisoquinoline is transformed into 2-benzoyl-3-methyl-1-phenyl-1, 2-dihydroisoquinoline under these conditions, but replacement of phenyllithium with lithium isopropylcyclohexylamide is effective for production of 3-phenacylisoquinolines. Except in the cases of some ...

~60%

~89%

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