2,2,2-Trifluoroethanol-mediated hydroarylation of fluorinated alkynes with indoles: Application to diindolylmethanes.
Sign Up to like & getrecommendations! Published in 2022 at "Archiv der Pharmazie"
DOI: 10.1002/ardp.202100488
Abstract: A new mild and practically simple alkyne hydroarylation protocol for the synthesis of 3-(indol-3-yl)-3-(trifluoromethyl)acrylic acid esters by the reaction of indole derivatives with ethyl/methyl 4,4,4-trifluoro-3-(indol-3-yl)but-2-enoates in trifluoroethanol was developed. This method has the following advantages:… read more here.
Keywords: alkynes indoles; trifluoroethanol mediated; hydroarylation fluorinated; mediated hydroarylation ... See more keywords
Catalytic Hydroarylation of Alkenes with Phenols using B(C6F5)3
Sign Up to like & getrecommendations! Published in 2018 at "Organometallics"
DOI: 10.1021/acs.organomet.8b00621
Abstract: We demonstrate that tris(pentafluorophenyl)borane, B(C6F5)3, is shown to be an effective catalyst for the hydroarylation of olefins to yield substituted phenols. This system features fast reaction times, mild conditions, and good yields for a select… read more here.
Keywords: hydroarylation; using c6f5; alkenes phenols; catalytic hydroarylation ... See more keywords
Modular Synthesis of 9,10-Dihydroacridines through an ortho-C Alkenylation/Hydroarylation Sequence between Anilines and Aryl Alkynes in Hexafluoroisopropanol.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c00487
Abstract: 9,10-Dihydroacridines are frequently encountered as key scaffolds in OLEDs. However, accessing those compounds from feedstock precursors typically requires multiple steps. Herein, a modular one-pot synthesis of 9,10-dihydroacridine frameworks is achieved through a reaction sequence featuring… read more here.
Keywords: hydroarylation; ortho alkenylation; aryl alkynes; sequence ... See more keywords
Intramolecular Hydrogen Atom Transfer Hydroarylation of Alkenes toward δ-Lactams Using Cobalt-Photoredox Dual Catalysis.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00700
Abstract: Intramolecular hydroarylation of alkenes through hydrogen atom transfer (HAT) represents a robust method to prepare benzo-fused heterocycles. However, the reported methods have limitations in a variety of accessible cyclic scaffolds. Here we report a dual… read more here.
Keywords: hydroarylation; hydrogen atom; cobalt photoredox; hydroarylation alkenes ... See more keywords
Gold(I)-Catalyzed Selective Hydroarylation of Indoles with Haloalkynes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01921
Abstract: A highly regio- and stereoselective synthesis of a Z-alkenyl indole via the gold-catalyzed addition of an indole to a haloalkyne was developed. In the presence of gold catalyst SIPrAuCl and cocatalyst NaBARF, a broad range… read more here.
Keywords: hydroarylation; selective hydroarylation; indoles haloalkynes; hydroarylation indoles ... See more keywords
Cobalt Catalyzed Hydroarylation of Michael Acceptors with Indolines Directed by a Weakly Coordinating Functional Group.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b01228
Abstract: A cobalt(III) catalyzed hydroarylation of Michael acceptors using indolines, selectively at the C-7 position, has been reported. For the selective C-7 functionalization of indoline, we have used a weakly coordinating amide carbonyl group. During the… read more here.
Keywords: hydroarylation; catalyzed hydroarylation; weakly coordinating; hydroarylation michael ... See more keywords
TADDOL-Derived Cationic Phosphonites: Toward an Effective Enantioselective Synthesis of [6]Helicenes via Au-Catalyzed Alkyne Hydroarylation
Sign Up to like & getrecommendations! Published in 2018 at "ACS Catalysis"
DOI: 10.1021/acscatal.8b01374
Abstract: A series of cationic phosphonites, all sharing a TADDOL skeleton but decorated with different positively charged substituents at phosphorus, were synthesized and tested as chiral ancillary ligands on the Au-catalyzed intramolecular hydroarylation of appropriate diynes… read more here.
Keywords: hydroarylation; derived cationic; toward effective; taddol derived ... See more keywords
DFT Case Study on the Comparison of Ruthenium-Catalyzed C–H Allylation, C–H Alkenylation, and Hydroarylation
Sign Up to like & getrecommendations! Published in 2022 at "ACS Omega"
DOI: 10.1021/acsomega.1c06584
Abstract: Density functional calculations at the B3LYP-D3+IDSCRF/TZP-DKH(-dfg) level of theory have been performed to understand the mechanism of ruthenium-catalyzed C–H allylation reported in the literature in depth. The plausible pathway consisted of four sequential processes, including… read more here.
Keywords: hydroarylation; catalyzed allylation; ruthenium catalyzed; allylation ... See more keywords
Hydroarylation of Arenes via Reductive Radical-Polar Crossover.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.0c03926
Abstract: A photocatalytic system for the dearomative hydroarylation of benzene derivatives has been developed. Using a combination of an organic photoredox catalyst and an amine reductant, this process operates through a reductive radical-polar crossover mechanism where… read more here.
Keywords: hydroarylation; radical polar; polar crossover; reductive radical ... See more keywords
Ir-Catalyzed Atroposelective Desymmetrization of Heterobiaryls: Hydroarylation of Vinyl Ethers and Bicycloalkenes.
Sign Up to like & getrecommendations! Published in 2020 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.9b12858
Abstract: A highly regio, diastereo- and enantioselective, scalable Ir-catalyzed hydroarylation of electron rich acyclic and tensioned cyclic olefins with heterobiaryls is described. The reaction of acyclic vinyl ethers, dihydrofuran and norbornenes with a variety of aryl… read more here.
Keywords: hydroarylation; atroposelective desymmetrization; vinyl ethers; desymmetrization heterobiaryls ... See more keywords
CuOTf-mediated intramolecular diborene hydroarylation.
Sign Up to like & getrecommendations! Published in 2017 at "Chemical communications"
DOI: 10.1039/c7cc07371b
Abstract: Upon complexation to CuOTf, a PMe3-stabilized bis(9-anthryl) diborene slowly undergoes an intramolecular hydroarylation reaction at room temperature. Subsequent triflation of the B-H bond with CuOTf, followed by a PMe3 transfer, finally yields a cyclic sp2-sp3… read more here.
Keywords: hydroarylation; cuotf mediated; intramolecular diborene; mediated intramolecular ... See more keywords