Medal for metal-free methods

Geogheghan, Katherine

doi:10.1038/s41557-021-00851-7

Cited by 8 publications

(10 citation statements)

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“…In the realm of organic synthesis, metal‐free reactions are becoming increasingly significant [35] . Because these reaction protocols do not require metal catalysts and supporting ligands which makes the process eco‐friendly.…”

Section: N‐methylation Reactions Using Co2 As a Carbon Sourcementioning

confidence: 99%

“…Because these reaction protocols do not require metal catalysts and supporting ligands which makes the process eco‐friendly. Moreover, removal of metal residues after the completion of chemical reaction is a big challenge and always as a major hurdle, particularly in the pharmaceutical industry [35] . Therefore, N ‐methylation with CO 2 under metal‐free conditions is desirable.…”

Section: N‐methylation Reactions Using Co2 As a Carbon Sourcementioning

confidence: 99%

“…In the realm of organic synthesis, metal-free reactions are becoming increasingly significant. [35] Because these reaction protocols do not require metal catalysts and supporting ligands which makes the process eco-friendly. Moreover, removal of metal residues after the completion of chemical reaction is a big challenge and always as a major hurdle, particularly in the pharmaceutical industry.…”

Section: N-methylation Using the Metal-free Catalystmentioning

confidence: 99%

“…Moreover, removal of metal residues after the completion of chemical reaction is a big challenge and always as a major hurdle, particularly in the pharmaceutical industry. [35] Therefore, N-methylation with CO 2 under metal-free conditions is desirable. In recent years, N-methylation reactions with CO 2 have been successfully developed by using meta-free approaches.…”

Section: N-methylation Using the Metal-free Catalystmentioning

confidence: 99%

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Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions

et al. 2022

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Carbon dioxide (CO 2 ) capture and conversion from renewable resources have recently emerged as a viable alternative to the synthesis of core chemicals. Despite the fact that CO 2 fixation is limited due to its thermodynamic stability and kinetic inertness, researchers are becoming increasingly interested in developing novel routes with the use of CO 2 in synthetic organic chemistry, and the pace of advancements in this field is accelerating. In particular, the development of benign N-and C-methylation reactions employing CO 2 as a C1 synthon instead of conventional methylation reagents would enable the release of lower amounts of waste leading to more sustainable chemical industry. This review presents recent new strategies for the chemical transformation of CO 2 and its incorporation into Nor C-based nucleophiles to provide access to the respective methylamines and methylated (hetero)arenes. Finally, existing limitations in NÀ H, and CÀ H bond activation techniques and future prospects are also discussed. We believe these methodologies will provide a handy reference to the chemists for synthesizing a vast range of methylated molecules in shorter steps by utilizing CO 2 as an advantageous single-carbon source.

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Section: N‐methylation Reactions Using Co2 As a Carbon Sourcementioning

confidence: 99%

Section: N‐methylation Reactions Using Co2 As a Carbon Sourcementioning

confidence: 99%

Section: N-methylation Using the Metal-free Catalystmentioning

confidence: 99%

Section: N-methylation Using the Metal-free Catalystmentioning

confidence: 99%

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Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions

et al. 2022

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“…25−34 Unfortunately, these approaches allow the transformation of bifunctional reactants via intermolecular reactions utilizing metal catalysts, which is in contradiction to green chemistry rules. 35,36 To the best of our knowledge, benzoxazoles have never been obtained via an intramolecular and metal-free strategy directly from amino-benzoquinones as a starting material, whereas approaches with metal catalysts are very widespread. 37−41 In order to synthesize 1−12 derivatives 23,42 we applied our well-established protocol with TEA as the base (Figure 1, left).…”

mentioning

confidence: 99%

Cascade Transformation of the Ansamycin Benzoquinone Core into Benzoxazole Influencing Anticancer Activity and Selectivity

et al. 2023

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Experimental procedures, progress of the substrate conversion for heterocyclization reaction (Tables S1 and S2, Figure S18) and monitoring of the reaction mechanism (Figures S19−S22); biological data (Table S4) and assays details, copy of 1 H, 13 C NMR, FT-IR and ESI MS spectra (Figures S23−S88) and spectral assignments, X-ray structural details of 1a−11a (Figures S1−S17; Table S3). (PDF)Accession Codes CCDC 2155685−2155694 and 2245620 contain the supplementary crystallographic data for this paper. These data can be obtained free of charge via www.ccdc.cam.ac.uk

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Amine‐Free, Directing‐Group‐Free and Redox‐Neutral α‐Alkylation of Saturated Cyclic Ketones

Qiao,

Ci,

Gan

et al. 2023

Angewandte Chemie

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The activation of the α‐C−H bond of ketones typically requires an amine and a directing group to guide the reaction selectivity in amine‐catalysis carbonyl chemistry. For an α‐C−H bond activation of ketone, directing groups are also required to control the reaction selectivity. Reported herein is the first α‐alkylation of cyclic ketones in the absence of an amine catalyst and directing group. 1H NMR, XPS, EPR studies and DFT calculations indicate that an α‐carbon radical intermediate is formed through direct and selective activation of the inert α‐C−H bond of ketones chelating on the surface of colloidal quantum dots (QDs). Such an interaction is essential for weakening the C−H bond, as exemplified, using CdSe QDs as the sole photocatalyst to execute α‐C−H alkylation of cyclic ketones under visible‐light irradiation. Without an amine catalyst and directing group, the high step‐ and atom‐economy transformation under redox‐neutral condition opens a new way for α‐C−H functionalization of ketones in carbonyl chemistry.

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Medal for metal-free methods

Cited by 8 publications

References 0 publications

Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions

Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions

Cascade Transformation of the Ansamycin Benzoquinone Core into Benzoxazole Influencing Anticancer Activity and Selectivity

Amine‐Free, Directing‐Group‐Free and Redox‐Neutral α‐Alkylation of Saturated Cyclic Ketones

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Medal for metal-free methods

Cited by 8 publications

References 0 publications

Recent Trends in Upgrading of CO2 as a C1 Reactant in N‐ and C‐Methylation Reactions

Recent Trends in Upgrading of CO2 as a C1 Reactant in N‐ and C‐Methylation Reactions

Cascade Transformation of the Ansamycin Benzoquinone Core into Benzoxazole Influencing Anticancer Activity and Selectivity

Amine‐Free, Directing‐Group‐Free and Redox‐Neutral α‐Alkylation of Saturated Cyclic Ketones

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Product

Resources

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Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions

Recent Trends in Upgrading of CO₂ as a C1 Reactant in N‐ and C‐Methylation Reactions