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Palladium-catalysed addition of aryl halides to N-sulfinylamines for the synthesis of sulfinamides
Published 2024“…Herein, we report the synthesis of sulfinamides from aryl and alkenyl (pseudo) halides and N-sulfinylamines, enabled by palladium catalysis. …”
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Palladium- and Copper-Catalyzed Aryl Halide Amination, Etherification and Thioetherification Reactions in the Synthesis of Aromatic Heterocycles
Published 2011“…This article reviews the use of palladium- and copper-catalyzed aryl halide amination, etherification and thioetherification processes in the synthesis of heteroaromatic molecules. …”
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One-pot three-component sulfone synthesis exploiting palladium-catalysed aryl halide aminosulfonylation
Published 2014“…The sulfinate is combined, in situ, with an electrophilic coupling partner, such as a benzylic, allylic or alkyl halide, an electron-poor arene, or a cyclic epoxide, to provide the corresponding sulfone products in good to excellent yields. …”
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Palladium-catalyzed coupling of ammonia and hydroxide with aryl halides: the direct synthesis of primary anilines and phenols.
Published 2007“…The use of specific sterically demanding electron-rich phosphine ligands makes it possible for ammonia and potassium hydroxide to act as coupling partners in palladium-catalyzed coupling with aryl halides. © 2007 Wiley-VCH Verlag GmbH and. Co. KGaA.…”
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Palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides: scope of the three-component synthesis of N-aminosulfonamides.
Published 2012“…By using DABCO·(SO(2))(2), DABSO, as a solid bench-stable SO(2)-equivalent, the palladium-catalysed aminosulfonylation of aryl-, alkenyl- and heteroaryl halides has been achieved. N,N-Dialkylhydrazines are employed as the N-nucleophiles and provide N-aminosulfonamides as the products in good to excellent yields. …”
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Palladium-catalyzed synthesis of ammonium sulfinates from aryl halides and a sulfur dioxide surrogate: a gas- and reductant-free process.
Published 2014“…Described herein is a simple reaction system consisting of the sulfur dioxide surrogate DABSO, triethylamine, and a palladium(0) catalyst for effective convertion of a broad range of aryl and heteroaryl halides into the corresponding ammonium sulfinates. …”
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2-(2-haloalkenyl)-aryl halides as substrates for palladium-catalysed tandem C-N bond formation: Efficient synthesis of 1-substituted indoles
Published 2006“…2-(2-Haloalkenyl)-aryl halides, conveniently prepared in a single step from the corresponding o-halobenzaldehydes, are combined with amines under Pd catalysis to provide 1-substituted indoles. …”
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Palladium- and copper-catalysed heterocycle synthesis
Published 2014“…<p>A number of privileged starting materials based on aryl halide frameworks have emerged that allow access to a variety of different heterocyclic scaffolds through judicious choice of reaction conditions. …”
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Reductant-free cross-electrophile synthesis of di(hetero)arylmethanes by palladium-catalyzed desulfinative C–C coupling
Published 2022“…The method is reductant-free, and involves a sulfinate transfer reagent and a Pd-catalyst mediating the union of two electrophilic coupling partners; a (hetero)aryl halide and a benzyl halide. We establish for the first time that benzyl sulfinates, generated in situ, undergo efficient Pd-catalyzed desulfinative cross-coupling with (hetero)aryl halides to generate di(hetero)arylmethanes. …”
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Development of catalytic methods to exploit sulfur dioxide in organic synthesis
Published 2014“…This <em>in situ</em> derived sulfinate is coupled with an (hetero)aryl or alkenyl (pseudo)halide using palladium catalysis to form the desired sulfone. …”
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Tandem copper-catalysed aryl and alkenyl amination reactions: the synthesis of N-functionalised indoles.
Published 2009“…A Cu-diamine complex effectively catalyses tandem C-N bond formation on 2-(2-haloalkenyl)-aryl halide substrates, to deliver a series of N-functionalised indoles. …”
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Palladium-catalyzed alpha-arylation of oxindoles.
Published 2008“…Significant variation of the substitution pattern on both the oxindole and aryl halide is possible.…”
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Cascade palladium-catalyzed alkenyl aminocarbonylation/ intramolecular aryl amidation: an annulative synthesis of 2-quinolones.
Published 2009“…Palladium-catalyzed intermolecular aminocarbonylation/intramolecular amidation cascade sequences can be used to convert a range of 2-(2-haloalkenyl)aryl halide substrates efficiently and selectively to the corresponding 2-quinolones. …”
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Heterocyclic allylsulfones as latent heteroaryl nucleophiles in palladium-catalyzed cross-coupling reactions
Published 2018“…Heterocyclic sulfinates are effective reagents in palladium-catalyzed coupling reactions with aryl and heteroaryl halides, often providing high yields of the targeted biaryl. …”
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Chelating phosphane-boranes as hemilabile ligands - Synthesis of [Mn(CO)3(eta(2)-H3B center dot dppm)][BAr4F] and [Mn(CO)(4)(eta(1)-H3B center dot dppm)][BAr4F]
Published 2006“…Addition of H3B·dppm to Mn(CO)5Br using Na[BArF4] as a halide-abstracting reagent affords [Mn(CO)3(η2-H3B·dppm)][BAr F4] (1). …”
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Novel S-based chemotypes of tunable reactivity for applications in chemical biology
Published 2023“…These approaches include the development of sulfonimidoyl halides as chiral intermediates, bifunctional reagents and electrophilic warheads, and the application of alternative S(IV) nucleophiles in cross-coupling transformations.…”
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DABSO-based, three-component, one-pot sulfone synthesis.
Published 2013“…The metal sulfinates can be trapped in situ with a wide range of C-electrophiles, including alkyl, allyl, and benzyl halides, epoxides, and (hetero)aryliodoniums.…”
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