Acylthiophenes

Gronowitz, Salo; Hörnfeldt, Anna‐Britta

doi:10.1016/b978-012303953-8/50008-4

Cited by 30 publications

(37 citation statements)

References 347 publications

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“…Sulfur-containing five-membered heterocycles are typically less challenging substrates for cross-coupling reactions due to their lack of sp 2 -hybridized nitrogens and improved stability compared to that of other heterocycles. 251 Several methods have been reported using L7 as the ancillary ligand for the N-arylation of aminothiophenes. Examples of this transformation using Cs 2 CO 3 as base and employing relatively low temperatures (50–60 °C) are shown in Scheme 74 .…”

Section: Amino Five-membered Heteroaromatic Compoundsmentioning

confidence: 99%

Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions

2016

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Pd-catalyzed cross-coupling reactions that form C–N bonds have become useful methods to synthesize anilines and aniline derivatives, an important class of compounds throughout chemical research. A key factor in the widespread adoption of these methods has been the continued development of reliable and versatile catalysts that function under operationally simple, user-friendly conditions. This review provides an overview of Pd-catalyzed N-arylation reactions found in both basic and applied chemical research from 2008 to the present. Selected examples of C–N cross-coupling reactions between nine classes of nitrogen-based coupling partners and (pseudo)aryl halides are described for the synthesis of heterocycles, medicinally relevant compounds, natural products, organic materials, and catalysts.

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Section: Amino Five-membered Heteroaromatic Compoundsmentioning

confidence: 99%

Applications of Palladium-Catalyzed C–N Cross-Coupling Reactions

2016

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“…SMC reactions of 2,3- 134 and 2,4-dihalothiophenes, 50 , 87b , 134c , 135 like pyrroles and furans, are known to generally occur at C2. 2,3,4-Tribromothiophenes 136 react at C2 then at C4; 2,3,5-trihalothiophenes react at C5 then C2.…”

Section: Key Heteroarene Ring-systems On a Case-by-case Basismentioning

confidence: 99%

Site-selective Suzuki–Miyaura coupling of heteroaryl halides – understanding the trends for pharmaceutically important classes

et al. 2017

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“…and i.r. spectra has shown that these compounds exist solely in the thiol form, where the thiolene-2-ones exist exclusively in the ketone form [19][20][21][22] . To the best of our knowledge, at present there is no indication of thione-enethiol equilibria for esters.…”

Section: Introductionmentioning

confidence: 99%