Catalytic Enantioconvergent C(sp3)−N Coupling to Access Chiral Amines: A Concept Review
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DOI: 10.1002/cctc.202400049
Abstract: Nitrogen containing compounds like chiral amines have been widely used in synthetic medicines, biomass, and fine chemical products because of their particularly valuable motifs and exceedingly broad range of functionality. Enantioconvergent synthesis of chiral amines… read more here.
Keywords: catalytic enantioconvergent; chiral amines; sp3 coupling; enantioconvergent sp3 ... See more keywords
Copper-Catalyzed Functionalization of Aza-Aromatic Rings with Fluoroalcohols via Direct C(sp2)-H/C(sp3)-H Coupling Reactions.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c00797
Abstract: An efficient copper-catalyzed direct C(sp2)-H/C(sp3)-H coupling reaction of aza-aromatic rings with fluoroalcohols is developed. A variety of useful building blocks including hydroxyfluoroalkylated aniline, pyrrole, and indole derivatives bearing a quaternary carbon center could be constructed… read more here.
Keywords: sp2 sp3; sp3 coupling; aromatic rings; direct sp2 ... See more keywords
Radical C(sp3)-S Coupling for the Synthesis of α-Amino Sulfides.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01121
Abstract: A unique transition-metal-free radical thiolation of 2-azaallyl anions has been developed. Easily accessible thiosulfonates and 2-azaallyls undergo the tandem process of single-electron transfer and radical-radical coupling to construct C(sp3)-S bonds. This robust protocol enables a… read more here.
Keywords: sp3 coupling; coupling synthesis; amino sulfides; radical sp3 ... See more keywords
Benzylic C(sp3)-H/C(sp3)-H Coupling with 2-Azaallyl Anions through Single-Electron Transfer and 1,5-Hydrogen Atom Transfer.
Sign Up to like & getrecommendations! Published in 2025 at "Organic letters"
DOI: 10.1021/acs.orglett.5c00708
Abstract: Herein is reported a novel transition-metal-free intermolecular C(sp3)-H/C(sp3)-H coupling of N-tert-butyl arylamides with N-benzyl imines through single-electron transfer (SET) and 1,5-hydrogen atom transfer (1,5-HAT) strategies. 2-Azaallyl anions as super-electron-donors (SEDs) undergo SET with N-tert-butyl arylamides… read more here.
Keywords: sp3; sp3 coupling; sp3 sp3; single electron ... See more keywords
Copper-Catalyzed C(sp)-C(sp3) Coupling of Terminal Alkynes with Alkylsilyl Peroxides via a Radical Mechanism.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00173
Abstract: A copper-catalyzed C(sp)-C(sp3) coupling reaction between terminal alkynes and alkylsilyl peroxides is reported. In the presence of a copper catalyst and 4-dimethylaminopyridine, the reaction smoothly affords a variety of internal alkynes by coupling alkylsilyl peroxides… read more here.
Keywords: sp3 coupling; catalyzed sp3; alkylsilyl peroxides; terminal alkynes ... See more keywords
Micelle-Enabled Palladium Catalysis for Convenient sp2-sp3 Coupling of Nitroalkanes with Aryl Bromides in Water Under Mild Conditions
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DOI: 10.1021/acscatal.7b02663
Abstract: The efficacy of custom surfactant FI-750-M, designed to mimic polar solvents such as DMF and 1,4-dioxane, has been demonstrated with the palladium-catalyzed sp2-sp3 coupling of nitroalkanes to aryl bromides using a heteroleptic palladium catalyst under… read more here.
Keywords: sp2 sp3; sp3 coupling; aryl bromides; mild conditions ... See more keywords
Heterogeneous Bifunctional Ni Single-Atom Catalyst on Carbon Nitride for Selective C(sp2)-C(sp3) Coupling.
Sign Up to like & getrecommendations! Published in 2025 at "ACS nano"
DOI: 10.1021/acsnano.5c08946
Abstract: The efficient formation of C(sp2)-C(sp3) bond is essential, particularly in pharmaceutical synthesis, where the incorporation of sp3-rich motifs is highly desirable. Despite the growing demand for sustainable synthetic methods, heterogeneous C(sp2)-C(sp3) coupling remains underexplored. In… read more here.
Keywords: sp3; sp3 coupling; carbon nitride; sp2 sp3 ... See more keywords
NiH-catalyzed C(sp3)-Si coupling of alkenes with vinyl chlorosilanes.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical communications"
DOI: 10.1039/d2cc04232k
Abstract: A novel NiH-catalyzed highly regioselective coupling of alkenes with vinyl chlorosilanes, constructing C-Si bonds, is developed. Under mild reaction conditions, a series of benzyl organosilanes with various functional groups could be accessed. Further synthetic studies… read more here.
Keywords: alkenes vinyl; sp3 coupling; vinyl chlorosilanes; nih catalyzed ... See more keywords
Electrochemical intramolecular N(sp2)–H/N(sp3)–H coupling for the synthesis of 1H-indazoles
Sign Up to like & getrecommendations! Published in 2023 at "Green Chemistry"
DOI: 10.1039/d3gc00380a
Abstract: The electrochemical intramolecular cyclization of ketimines via N–H/N–H dehydrogenation coupling has been established for the construction of 1H-indazole scaffolds. read more here.
Keywords: synthesis indazoles; sp2 sp3; sp3 coupling; coupling synthesis ... See more keywords
Synthesis of polysubstituted pyridazines via Cu-mediated C(sp3)-C(sp3) coupling/annulation of saturated ketones with acylhydrazones.
Sign Up to like & getrecommendations! Published in 2024 at "Chemical communications"
DOI: 10.1039/d4cc02760d
Abstract: Pyridazine is a significant skeleton that widely exists in drugs and bioactive molecules. We herein describe expeditious approaches to access polysubstituted pyridazines from readily accessible unactivated ketones and acylhydrazones via Cu-promoted C(sp3)-C(sp3) coupling/cyclization sequences in… read more here.
Keywords: sp3; ketones acylhydrazones; sp3 coupling; sp3 sp3 ... See more keywords