Photoredox cross-electrophile coupling in DNA-encoded chemistry.
Sign Up to like & getrecommendations! Published in 2020 at "Biochemical and biophysical research communications"
DOI: 10.1016/j.bbrc.2020.04.028
Abstract: A catalytic manifold that enables photoredox cross-electrophile coupling of alkyl bromides with DNA-tagged aryl iodides in aqueous solution is presented. This metallaphotoredox transformation was aided by the identification of a new pyridyl bis(carboxamidine) ligand, which… read more here.
Keywords: photoredox cross; cross electrophile; dna; chemistry ... See more keywords
Zirconium-Redox-Shuttled Cross-Electrophile Coupling of Aromatic and Heteroaromatic Halides.
Sign Up to like & getrecommendations! Published in 2021 at "Chem"
DOI: 10.1016/j.chempr.2021.06.007
Abstract: Transition metal-catalyzed cross-electrophile coupling (XEC) is a powerful tool for forging C(sp2)-C(sp2) bonds in biaryl molecules from abundant aromatic halides. While syntheses of unsymmetrical biaryl compounds through multimetallic XEC is of high synthetic value, selective… read more here.
Keywords: transition metal; electrophile coupling; cross; cross electrophile ... See more keywords
Nickel-Catalyzed C(sp3)-C(sp3) Cross-Electrophile Coupling of In Situ Generated NHP Esters with Unactivated Alkyl Bromides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00805
Abstract: The formation of C(sp3)-C(sp3) bonds by cross-coupling remains a challenge in synthesis. Here, we demonstrate a two-step, one-pot protocol for the in situ generation of N-hydroxyphthalimide esters and their nickel-catalyzed cross-electrophile coupling with unactivated alkyl… read more here.
Keywords: unactivated alkyl; nickel catalyzed; sp3; sp3 sp3 ... See more keywords
Nickel-Catalyzed, Manganese-Assisted Denitrogenative Cross-Electrophile-Coupling of Benzotriazinones with Alkyl Halides for ortho-Alkylated Benzamides.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02182
Abstract: A nickel-catalyzed denitrogenative cross-electrophile-coupling of benzotriazinones with unactivated alkyl halides (X = Cl, Br, I) in the presence of manganese powder as a reductant has been developed. The reaction furnishes ortho-alkylated secondary benzamides in modest… read more here.
Keywords: ortho alkylated; denitrogenative cross; nickel catalyzed; electrophile coupling ... See more keywords
Synthesis of Vicinal Carbocycles by Intramolecular Nickel-Catalyzed Conjunctive Cross-Electrophile Coupling Reaction
Sign Up to like & getrecommendations! Published in 2022 at "Organic Letters"
DOI: 10.1021/acs.orglett.2c02481
Abstract: A nickel-catalyzed intramolecular conjunctive cross-electrophile coupling reaction has been established. This method enables the synthesis of 3,5-vicinal carbocyclic rings found in numerous biologically active compounds and natural products. We provide mechanistic experiments that indicate this… read more here.
Keywords: reaction; nickel catalyzed; conjunctive cross; coupling reaction ... See more keywords
Nickel-Catalyzed Desymmetrizing Cross-Electrophile Coupling of Cyclic Meso-Anhydrides.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00114
Abstract: A Ni-catalyzed desymmetrizing cross-electrophile coupling of cyclic meso-anhydrides with aryl triflates has been successfully demonstrated. This is the only example using cyclic meso-anhydrides in cross-electrophile coupling reactions. A diverse array of valuable γ-keto acid building… read more here.
Keywords: cross electrophile; catalyzed desymmetrizing; meso anhydrides; cyclic meso ... See more keywords
Synergistic Catalyst-Mediator Pairings for Electroreductive Cross-Electrophile Coupling Reactions.
Sign Up to like & getrecommendations! Published in 2022 at "ACS catalysis"
DOI: 10.1021/acscatal.1c05144
Abstract: Electroreductive cross-electrophile coupling (eXEC) represents an attractive approach for the direct C-C coupling of two electrophiles but generally suffers from limited scope compared to reactions with chemical reductants. This work demonstrates that mediator-assisted electrocatalysis is… read more here.
Keywords: catalyst mediator; mediator; electroreductive cross; electrophile coupling ... See more keywords
Zinc-Free, Scalable Reductive Cross-Electrophile Coupling Driven by Electrochemistry in an Undivided Cell.
Sign Up to like & getrecommendations! Published in 2022 at "ACS catalysis"
DOI: 10.1021/acscatal.2c03033
Abstract: Nickel-catalyzed reductive cross-electrophile coupling reactions are becoming increasingly important in organic synthesis, but application at scale is limited by three interconnected challenges: a reliance on amide solvents (complicated workup, regulated), the generation of stoichiometric Zn… read more here.
Keywords: cell; reductive cross; catalyst; electrochemistry ... See more keywords
The Merger of Benzophenone HAT Photocatalysis and Silyl Radical-Induced XAT Enables Both Nickel-Catalyzed Cross-Electrophile Coupling and 1,2-Dicarbofunctionalization of Olefins
Sign Up to like & getrecommendations! Published in 2022 at "ACS Catalysis"
DOI: 10.1021/acscatal.2c03805
Abstract: A strategy for both cross-electrophile coupling and 1,2-dicarbofunctionalization of olefins has been developed. Carbon-centered radicals are generated from alkyl bromides by merging benzophenone hydrogen atom transfer (HAT) photocatalysis and silyl radical-induced halogen atom transfer (XAT)… read more here.
Keywords: coupling dicarbofunctionalization; photocatalysis silyl; dicarbofunctionalization olefins; electrophile coupling ... See more keywords
Stereospecific Nickel-Catalyzed Cross-Electrophile Coupling Reaction of Alkyl Mesylates and Allylic Difluorides to Access Enantioenriched Vinyl Fluoride-Substituted Cyclopropanes
Sign Up to like & getrecommendations! Published in 2023 at "ACS Catalysis"
DOI: 10.1021/acscatal.3c00257
Abstract: Cross-electrophile coupling reactions involving direct C–O bond activation of unactivated alkyl sulfonates or C–F bond activation of allylic gem-difluorides remain challenging. Herein, we report a nickel-catalyzed cross-electrophile coupling reaction between alkyl mesylates and allylic gem-difluorides… read more here.
Keywords: cross electrophile; reaction; nickel catalyzed; electrophile coupling ... See more keywords
A Nickel-Catalyzed Cross-Electrophile Coupling Reaction of 1,3-Dimesylates for Alkylcyclopropane Synthesis: Investigation of Stereochemical Outcomes and Radical Lifetimes
Sign Up to like & getrecommendations! Published in 2023 at "ACS Catalysis"
DOI: 10.1021/acscatal.3c00905
Abstract: Understanding mechanistic details of the nickel-catalyzed coupling reactions of Csp3 alcohol derivatives is key to developing selective reactions of this widely prevalent functional group. In this manuscript, we utilize a combination of experimental data and… read more here.
Keywords: coupling reaction; nickel catalyzed; reaction dimesylates; electrophile coupling ... See more keywords