Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols
Sign Up to like & getrecommendations! Published in 2020 at "Organic Letters"
DOI: 10.1021/acs.orglett.0c02736
Abstract: The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C–C bonds (19 examples, up to 98% yield) with the release of water as… read more here.
Keywords: arylboronic acid; benzylic alcohols; catalyzed alkylation; acid catalyzed ... See more keywords
Rh(III)-Catalyzed C(7)-H Alkylation of Quinolines in the Synthesis of Angular π-Extended Pyrroloquinolines for Single-Component White-Light Emission.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c00503
Abstract: Reported herein is a sustainable approach for a regioselective, Rh(III)-catalyzed C(7)-H alkylation of 8-aminoquinolines via metal carbene migratory insertion. This transformation displays a high functional group tolerance and exquisite site selectivity to afford the C-7… read more here.
Keywords: light emission; white light; catalyzed alkylation; iii catalyzed ... See more keywords
Blue-Light-Induced Iron-Catalyzed α-Alkylation of Ketones.
Sign Up to like & getrecommendations! Published in 2022 at "Organic letters"
DOI: 10.1021/acs.orglett.2c02233
Abstract: We report a visible-light-induced iron-catalyzed α-alkylation of ketones. The photocatalytic system is based on the single diaminocyclopentadienone iron tricarbonyl complex. Two catalytic intermediates of this complex are able to harvest light, allowing the synthesis of… read more here.
Keywords: light induced; induced iron; iron; catalyzed alkylation ... See more keywords
Rh(III)-Catalyzed Alkylation of 8-Methylquinolines with Oxabenzonorbornadienes.
Sign Up to like & getrecommendations! Published in 2023 at "Organic letters"
DOI: 10.1021/acs.orglett.3c00652
Abstract: Herein, a concise Rh(III)-catalyzed C(sp3)-H alkylation of 8-methylquinolines with oxabenzonorbornadiene scaffolds and other strained olefins has been disclosed. The retention of the oxabenzonorbornadiene skeleton, broad substrate scope, and wide-ranging functional group tolerance are the key… read more here.
Keywords: methodology; catalyzed alkylation; alkylation; alkylation methylquinolines ... See more keywords
Rh(I)-Catalyzed Alkylation of ortho-C-H Bonds in Aromatic Amides with Maleimides.
Sign Up to like & getrecommendations! Published in 2017 at "Organic letters"
DOI: 10.1021/acs.orglett.7b02135
Abstract: An alkylation of C-H bonds with maleimides by a rhodium-catalyzed reaction of aromatic amides containing an 8-aminoquinoline moiety as the directing group is reported. Various N-substituents in the maleimide, including methyl, ethyl, cyclohexyl, benzyl, and… read more here.
Keywords: ortho bonds; aromatic amides; alkylation ortho; catalyzed alkylation ... See more keywords
Cp*Co(III)-Catalyzed C-H Alkylation with Maleimides Using Weakly Coordinating Carbonyl Directing Groups.
Sign Up to like & getrecommendations! Published in 2018 at "Organic letters"
DOI: 10.1021/acs.orglett.8b00761
Abstract: A novel protocol for ortho-C-H alkylation of aromatic and heteroaromatic ketones and esters under Cp*Co(III) catalysis has been developed for the first time. The reaction proceeds through initial cyclometalation via weak chelation-assisted C-H bond activation,… read more here.
Keywords: maleimides using; iii catalyzed; using weakly; catalyzed alkylation ... See more keywords
Ni-Catalyzed β-Alkylation of Cyclopropanol-Derived Homoenolates.
Sign Up to like & getrecommendations! Published in 2019 at "Organic letters"
DOI: 10.1021/acs.orglett.9b03435
Abstract: Metal homoenolates are valuable synthetic intermediates which provide access to β-functionalized ketones. In this report, we disclose a Ni-catalyzed β-alkylation reaction of cyclopropanol-derived homoenolates using redox-active N-hydroxyphthalimide (NHPI) esters as the alkylating reagents. The reaction… read more here.
Keywords: cyclopropanol; cyclopropanol derived; derived homoenolates; catalyzed alkylation ... See more keywords
Manganese-Catalyzed α-Alkylation of Ketones, Esters, and Amides Using Alcohols
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DOI: 10.1021/acscatal.8b03720
Abstract: Herein we report the manganese-catalyzed C–C bond-forming reactions via α-alkylation of ketones, amides, and esters, using primary alcohols. β-Alkylation of secondary alcohols by primary alcohols to obtain α-alkylated ketones is also reported. The reactions are… read more here.
Keywords: manganese catalyzed; catalyzed alkylation; esters amides; alkylation ... See more keywords
Cobalt-Catalyzed Alkylation of Drug-Like Molecules and Pharmaceuticals Using Heterocyclic Phosphonium Salts.
Sign Up to like & getrecommendations! Published in 2019 at "ACS catalysis"
DOI: 10.1021/acscatal.9b00851
Abstract: Alkylated pyridines are common in pharmaceuticals, and metal catalysis is frequently used to prepare this motif via Csp2-Csp3 coupling processes. We present a cobalt-catalyzed coupling reaction between pyridine phosphonium salts and alkylzinc reagents that can… read more here.
Keywords: cobalt catalyzed; catalyzed alkylation; phosphonium salts; drug like ... See more keywords
Photoredox-Nickel Dual-Catalyzed C-Alkylation of Secondary Nitroalkanes: Access to Sterically Hindered α-Tertiary Amines.
Sign Up to like & getrecommendations! Published in 2023 at "Journal of the American Chemical Society"
DOI: 10.1021/jacs.2c13174
Abstract: The preparation of tertiary nitroalkanes via the nickel-catalyzed alkylation of secondary nitroalkanes using aliphatic iodides is reported. Previously, catalytic access to this important class of nitroalkanes via alkylation has not been possible due to the… read more here.
Keywords: secondary nitroalkanes; tertiary amines; catalyzed alkylation; alkylation secondary ... See more keywords
Cu-Catalyzed O-alkylation of phenol derivatives with alkylsilyl peroxides.
Sign Up to like & getrecommendations! Published in 2020 at "Chemical communications"
DOI: 10.1039/d0cc07305a
Abstract: A Cu-catalyzed O-alkylation of phenol derivatives using alkylsilyl peroxides as alkyl radical precursors is described. The reaction proceeds smoothly under mild reaction conditions and the use of two different ligands with a Cu catalyst provides… read more here.
Keywords: phenol derivatives; catalyzed alkylation; alkylsilyl peroxides; alkylation phenol ... See more keywords