Polyfluoroalkylated 2-ethoxymethylene- 3-oxo esters: synthesis and chemical properties overview

Abstract

The review focuses on the synthesis and chemical properties of polyfluoroalkylated 2-ethoxymethylene-3-oxo esters. The scope and peculiarities of their use as organic reagents in reactions with various N-, C-, O-, mono- and dinucleophiles are discussed in detail. The high reactivity of such derivatives is employed in the construction of enaminoketone, arene and heterocycle frameworks. Particular attention is paid to applications of these building blocks as chemicals for fine organic synthesis, bioactive compounds and metal complexes synthesis.

New Approaches to the Synthesis of CF2X-substituted Heterocyclic Antitumor Cytostatic Agents

“…The above examples show the potential of alkenes 1, 2 in the synthesis of heterocycles. These reagents were used to obtain the derivatives of 2-imidazolin-5-one [20], dihydropyrano [2,3c]pyrazole [31], 2H-pyrido[1,2-a]pyrimidine [31], 2hydroxyquinoxaline [34], and 6,7-dihydro-2H-pyrido[2,1a]isoquinoline [31] bearing CF2PO(OEt)2 substituents. Special attention should be drawn to a three-component reaction of arylamines, ketones, and alkenes 1, 2, which leads to the derivatives of 1,4-dihydropyridines.…”

Development of Cyanopyrazoles as Building Blocks to Fungicide Fluxapyroxad and Analogues

“…Among them are fluxapyroxad, bixafen, sedaxane, isopyrazam, benzovindiflupyr, and pydiflumetofen (Figure ). As a consequence, the efficient synthesis of these motifs is highly desired in the organic and medicinal community . The most typical approach to 1,4-disubstituted 3-difluoromethylpyrazoles resides in the cyclocondensations of 1,1-difluoro-4-dialkoxyl- or di­(alkyl)­amino-3-en-2-ones with a substituted hydrazine, which features moderate to high regioselectivity (Scheme A) .…”