Алкилирование енаминов, β-дикетонов и β-енаминокетонов

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Reactions between Enaminones and Enones. Part 2. C versus N-Alkylation with Cyclohex-2-enone. Structure Confirmation by Reduction of a Dienaminone Derivative of Dehydrated Dimedone Dimer

Ibrahim Chaaban; John V. Greenhill; Mohamed Ramli

Source details: J.Chem.Soc.Perkin Trans.1 1981, 3120-3124.

Document type: Journal

CODEN: JCPRB4

Language: EN

CNR: 5625982

Abstract

Primary and secondary enaminones derived from cyclohexane-1,3-dione, dimedone, and acetylacetone react with cyclohexenone to give exclusively C-alkylated derivatives.In every case the products form carbinolamines which exist as 1-hydroxy-2-azacyclo[3.3.1]nonenes.This was confirmed in some examples by formation of an extra ring between nitrogen and oxygen.A series of dienaminones were prepared from 2-(5,5-dimethyl-3-oxocyclohex-1-enyl)-5,5-dimethylcyclohexane-1,3-dione and one of these was reduced to give an azanonene identical with that from C-alkylation.

Реферат опубликован: 12/07/2006