Malonate, phenoxy

Functionalized 5-alkoxymethyl- and 5-phenoxymethyl-2(5//)-furanones 44-46 were obtained starting from 3-alkoxy- and 3-phenoxy-2-hydroxy ketones 40 (98T1801). Condensation of the hydroxy ketones 40 with a slight excess of diethyl malonate 41 (Z = COOMe R = Me), ethyl cyanoacetate 42 (Z = CN R = Me),... 

GFP hopo ICBP IP3 Ln3+ mal memal MLCK nota oxine par pdta pmea py quin-2 green fluorescent protein hydroxypyridinon(at)e intestinal calcium-binding protein inositol 1,4,5-triphosphate a lanthanide(III) cation malonate methylmalonate myosin light chain kinase 1,4,7-triazacyclononane-l,4,7-triacetate 8- hydroxyquinoline pyridine-2-azo-4 -dimethylaniline propylene-1,2-diaminetetraacetate 9- [2-(phosphonomethoxy)ethyl] adenine pjrridine pjrridyl 8-amino-2- [(2-amino-5-methylphenoxy )methyl] -6-methoxyquinoline-ATJV -tetraacetate 2- [ [2-[his(carboxymethyl)amino]-5-methyl-phenoxy] methyl] -6-methoxy-8- [bis(carboxymethyl) amino] quinoline]... 

In the cyclization of phenoxy derivatives of (phenylamino)methylene-malonate (253, R = PhO), Finol, a light mineral oil, was used as a high-boiling solvent because of the high solubility of the phenoxyquinoline-3-carboxylates (567) in Dowtherm A (46JA1264). 

A. N. Dey (174) has described an independent synthesis of the alkaloids. Michael condensation of ethyl 7-ethoxy- or 7-phenoxy-crotonate (LI, R = OEt, R = Et or Ph) with ethyl malonate or cyan-acetate, followed by ethylation and hydrolysis, furnished a mixture of the two racemic forms of the glutaric acid, LII, which were separated by virtue of their different ease of anhydride formation. On treatment with hydrobromic acid, they gave rise to dl-homopilopic acid and dl-homo-isopilopic acid (LIII, R = OH), respectively. Corresponding methyl ketones (LIII, R = Me) were obtained by a similar synthesis from... 

A perfluoroalkyl group activates fluorine atom in 2-fluoro-3-trifluoromethylfurans to nucleophilic substitution with a broad range of nucleophiles [102-105]. Huorine can be efficiently substituted by alkoxy or phenoxy groups, aliphatic or heterocyclic thiols and amines or reduced with lithium aluminium hydride. The C-nucleophiles like cyanide or malonate anion as well as phenylithium and phenylmagnesium bromide can also be involved into the reaction. 

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