N-9 Alkylation of purines via light-promoted and metal-free radical relay
Sign Up to like & getrecommendations! Published in 2018 at "Chinese Chemical Letters"
DOI: 10.1016/j.cclet.2017.08.005
Abstract: Abstract A metal-free and light-promoted approach to the synthesis of N -9 alkylated purine nucleoside derivatives, via a CF 3 radical triggered radical relay pathway, has been developed. Purine nucleoside derivatives were prepared regioselectively in… read more here.
Keywords: alkylation purines; metal free; radical relay; light promoted ... See more keywords
Redox Neutral Radical-Relay Cobalt Catalysis toward C-H Fluorination and Amination.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01072
Abstract: A redox neutral radical-relay cobalt-catalyzed intramolecular C-H fluorination of N-fluoroamides featuring the in situ formed cobalt fluorides as the latent radical fluorinating agents is reported. Moreover, the reactivity of such a cobalt catalysis could be… read more here.
Keywords: cobalt; fluorination; redox neutral; neutral radical ... See more keywords
N-Heterocyclic Carbene-Catalyzed Radical Relay Enabling Synthesis of δ-Ketocarbonyls.
Sign Up to like & getrecommendations! Published in 2020 at "Organic letters"
DOI: 10.1021/acs.orglett.0c01199
Abstract: An NHC-catalyzed radical relay enabled the vicinal alkylacylation of alkenes using aldehydes and tertiary α-bromo esters as a versatile route to δ-keto esters bearing an all-carbon quaternary center at the position α to the ester.… read more here.
Keywords: relay enabling; catalyzed radical; carbene catalyzed; radical relay ... See more keywords
Copper and Photocatalytic Radical Relay Enabling Fluoroalkylphosphorothiolation of Alkenes: Modular Synthesis of Fluorine-Containing S-Alkyl Phosphorothioates and Phosphorodithioates.
Sign Up to like & getrecommendations! Published in 2021 at "Organic letters"
DOI: 10.1021/acs.orglett.1c03608
Abstract: A photoredox and copper-catalyzed fluoroalkylphosphorothiolation of activated and unactivated alkenes via a radical relay mechanism is reported. By employing fluoroalkyl halides as radical precursors and P(O)SH or P(S)SH compounds as coupling partners, a wide range… read more here.
Keywords: copper photocatalytic; phosphorothioates phosphorodithioates; fluoroalkylphosphorothiolation; alkyl phosphorothioates ... See more keywords
Synthesis of β-Thiolated-α-arylated Ketones Enabled by Photoredox and N-Heterocyclic Carbene-Catalyzed Radical Relay of Alkenes with Disulfides and Aldehydes.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c01915
Abstract: β-Thiolated-α-arylated ketones are perversive in bioactive molecules and serve as potential bidentate ligands for catalysis. Herein, a straightforward protocol to access β-thiolated ketones from aldehydes, alkenes, and disulfides enabled by the combination of photocatalysis and… read more here.
Keywords: radical relay; arylated ketones; thiolated arylated; alkenes disulfides ... See more keywords
Photoinduced Nitrogen-to-Alkyl Radical Relay Heck Reaction of o-Alkylbenzamides with Vinyl Arenes by Palladium Catalysis.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c01030
Abstract: Here, a palladium-catalyzed photoinduced N-to-alkyl radical relay Heck reaction of o-alkylbenzamides at benzylic sites with vinyl arenes is described. The reaction employs neither exogeneous photosensitizers nor external oxidants. It is proposed to proceed via a… read more here.
Keywords: alkyl radical; heck reaction; reaction; radical relay ... See more keywords
Synthesis of 3-(Methylsulfonyl)benzo[ b]thiophenes from Methyl(2-alkynylphenyl)sulfanes and Sodium Metabisulfite via a Radical Relay Strategy.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b00100
Abstract: A radical relay strategy for the generation of 3-(methylsulfonyl)benzo[ b]thiophenes through a reaction of methyl(2-alkynylphenyl)sulfanes with sodium metabisulfite in the presence of a photocatalyst under visible light irradiation is developed. This photoinduced sulfonylation proceeds efficiently… read more here.
Keywords: relay; radical relay; sodium; relay strategy ... See more keywords
Copper-catalyzed radical relay in C(sp3)-H functionalization.
Sign Up to like & getrecommendations! Published in 2022 at "Chemical Society reviews"
DOI: 10.1039/d1cs00727k
Abstract: Radical-involved transition metal (TM) catalysis has greatly enabled new reactivities in recent decades. Copper-catalyzed radical relay offers enormous potential in C(sp3)-H functionalization which combines the unique regioselectivity of hydrogen atom transfer (HAT) and the versatility… read more here.
Keywords: copper catalyzed; sp3 functionalization; radical relay; functionalization ... See more keywords
Metal-free photosensitized radical relay 1,4-carboimination across two distinct olefins
Sign Up to like & getrecommendations! Published in 2023 at "Chemical Science"
DOI: 10.1039/d2sc06497a
Abstract: Intermolecular carboamination of olefins offers a powerful platform for the rapid construction of structurally complex amines from abundant feedstocks. However, these reactions often require transition-metal catalysis, and are mainly limited to 1,2-carboamination. Herein, we report… read more here.
Keywords: distinct olefins; two distinct; radical relay; across two ... See more keywords
Organocatalytic radical relay trifunctionalization of unactivated alkenes by a combination of cyano migration and alkylacylation.
Sign Up to like & getrecommendations! Published in 2023 at "Chemical communications"
DOI: 10.1039/d3cc01625k
Abstract: The first N-heterocyclic carbene organocatalytic three-component radical relay trifunctionalization of unactivated alkenes through the combination of remote 1,4-cyano migration and alkylacylation was reported. This protocol features mild reaction conditions, readily available materials, excellent regioselectivity, and… read more here.
Keywords: alkenes combination; relay trifunctionalization; radical relay; cyano migration ... See more keywords
Photoredox-Catalyzed Radical Relay Reaction Toward Functionalized Vicinal Diamines
Sign Up to like & getrecommendations! Published in 2018 at "Synthesis"
DOI: 10.1055/s-0037-1609844
Abstract: A strategy has been described to synthesize β,γ-diaminoketones. This strategy is enabled by photoredox-catalyzed and nitrogen-centered radical-triggered cascade reactions of styrenes, enamides, and O-acylhydroxylamines in DMSO. Four bonds (one C–C, one C–N, and two C–O)… read more here.
Keywords: relay reaction; vicinal diamines; photoredox catalyzed; functionalized vicinal ... See more keywords