Synthesis of Fluorinated Thiophenes and Their Analogues

Serdyuk, Olga V.; Абаев, Владимир Т.; Бутин, А. В.; Nenajdenko, Valentine G.

doi:10.1055/s-0030-1260088

Cited by 34 publications

(11 citation statements)

References 64 publications

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“…Being interested in the synthesis of organofluorine compounds, we recently presented a detailed overview of methods for the synthesis and applications of α,β-unsaturated trifluoromethyl ketones, 13 trifluoromethyl pyrroles and trifluoromethyl indoles, 14 fluorofurans and perfluoroalkylfurans, 15 and fluorinated thiophenes and their benzo analogues. 16 Herein, we highlight methods for the synthesis of fluoropyrroles, fluoroindoles, and some other condensed anologues of fluoropyrroles ( Figure 2).…”

Section: Figurementioning

confidence: 99%

Synthesis and Properties of Fluoropyrroles and Their Analogues

2012

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Pyrroles and indoles are important subunits of many natural products and pharmacologically active compounds. Fluorinated compounds possess a unique complex of physical, chemical, and biological properties that results in their wide application as construction materials, liquid crystalline materials, agrochemicals, and drugs. The review covers the synthesis and properties of fluoropyrroles and their benzo analogues. The literature up to 2011 is highlighted.

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Section: Figurementioning

confidence: 99%

Synthesis and Properties of Fluoropyrroles and Their Analogues

2012

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“…Last year, 35 out of 59 drugs contain any heterocyclic fragment, with 16 of them also having at least one fluorine atom, including six with fluorinated heterocyclic motif (Figure 1). It is not surprising that novel effective methodologies for the synthesis of fluorinated heterocycles have been in great demand in recent decades [29,30,31,32,33,34,35].…”

Section: Introductionmentioning

confidence: 99%

One-Pot Metal-Free Synthesis of 3-CF3-1,3-Oxazinopyridines by Reaction of Pyridines with CF3CO-Acetylenes

et al. 2019

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The reaction of pyridines with trifluoroacetylated acetylenes was investigated. It was found that the reaction of various pyridines with two molecules of CF3CO-acetylenes proceeds under mild metal-free conditions. As a result, efficient stereoselective synthesis of 3-arylethynyl-3-trifluoromethyl-1,3-oxazinopyridines was elaborated. Target heterocycles can be prepared in up to quantitative yields.

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“…The classical approaches to substituted thiophenes are mainly based on condensation-like reactions or on subsequent functionalization of the thiophene ring [20,21,22,23,24,25,26,27,28,29,30]. However, during the last years, innovative approaches to the regioselective synthesis of substituted thiophenes starting from acyclic precursors have been developed, mainly based on heterocyclization of functionalized alkynes [31].…”

Section: Introductionmentioning

confidence: 99%