Recent advances in transition-metal-free conversion of aldehydes to ketones DOI Creative Commons

Yike Bai,

Wenhua Yu,

Rong Chen

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: May 1, 2024

The preparation of functionalized ketones occupies an important position in synthetic organic chemistry because are ubiquitous structural motifs a broad range compounds with various applications. conversion aldehydes to is one the most convenient and straightforward routes, which has been extensively studied field transition metal catalysis. In comparison, transition-metal-free remains underdeveloped. last decade, emergence new advances upgraded toolbox for ketone synthesis from absence metals. this review, we have mainly summarized three types reactions enabling ketones, emphasis on those involving main group element

Language: Английский

Synthetic utility of functionalized alkylsilyl peroxides for Fe-catalyzed and visible-light-promoted radical transformation DOI Creative Commons
Jiahao Liu,

Shiyong Liu,

Zhe Wang

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(13), P. 4757 - 4762

Published: Jan. 1, 2024

α-Keto-, β-acetoxy- and β-amidoalkylsilyl peroxides are prepared from various precursors utilized for Fe-catalyzed visible-light-promoted radical functionalization with coupling partners under mild conditions a broad substrate scope.

Language: Английский

Citations

4
Iron Mediated Oxidative Ring Opening‐Homocoupling of Cyclopropanols: Facile Access to 1,6‐Diketones DOI
Ravi A. Shinde, Sachin R. Shirsath,

M. Muthukrishnan

et al.

ChemistrySelect, Journal Year: 2025, Volume and Issue: 10(18)

Published: May 1, 2025

Abstract We have developed a new approach for the synthesis of 1,6‐diketones via iron‐catalyzed ring opening cyclopropanol with nontoxic, inexpensive iron catalyst under open‐air conditions. This method eliminates need additives and employs tert ‐butanol as an eco‐friendly solvent. methodology allows rapid access to variety symmetrical mild Preliminary mechanistic studies revealed involvement radical pathways.

Language: Английский

Citations

0
Rhodium-catalyzed isomerization of homoallylic alcohols with a tethered carbonyl group: pathway to 1,6-diketones DOI
Shuang Peng,

Tong Su,

Xuan Yang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 1, 2025

We report a rhodium-catalyzed isomerization of homoallylic alcohols to synthesize structurally diverse unsymmetrical 1,6-diketones with atom, step, and redox economy. Using chiral ligands, enantioselective products were obtained.

Language: Английский

Citations

0
Boosting N-Heterocyclic Carbene Radical Organocatalysis with Nickel Chemistry: A Rational Mechanistic Study-Based Approach DOI
Ludivine Delfau,

Elena Mauro,

Jacques Pécaut

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: 14(9), P. 7149 - 7156

Published: April 23, 2024

A cooperative NHC/nickel catalytic methodology has been developed for the synthesis of ketones employing aromatic aldehydes and tertiary alkyl iodides. All key steps postulated cycle were validated with comprehensive stoichiometric electrochemical studies, including reduction NiII by deprotonated Breslow intermediate, Ni0 promoted halogen-atom abstraction to generate transient radicals, coupling between latter persistent acyl thiazolium radical intermediate. Such a broadly proposed accepted, yet elusive, intermediate isolated studied single-crystal X-ray diffraction study.

Language: Английский

Citations

2
Visible-light-induced ring-opening cross-coupling of cycloalcohols with vinylazaarenes and enones via β-C-C scission enabled by proton-coupled electron transfer DOI
Qinghong Zhang, Qiao Zhao, Xiaodi Wu

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 36(2), P. 110167 - 110167

Published: June 22, 2024

Language: Английский

Citations

2
Organocatalytic radical aminoacylation of alkenes for β-aminoketone synthesis DOI

Ayisenbati Jialingbieke,

Xinying Hu,

Z. Liu

et al.

Science China Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Oct. 14, 2024

Language: Английский

Citations

2
Boosting N-Heterocyclic Carbene Radical Organocatalysis with Nickel Chemistry: A Rational Mechanistic Study-based Approach. DOI Creative Commons
Ludivine Delfau,

Elena Mauro,

Jacques Pécaut

et al.

Published: Feb. 21, 2024

A cooperative NHC/nickel catalytic methodology has been developed for the synthesis of ketones employing aromatic aldehydes and tertiary alkyl iodides. All key steps postulated cycle were validated with comprehensive stoichiometric electrochemical studies, including reduction NiII by deprotonated Breslow intermediate, Ni0 promoted halogen-atom abstraction to generate transient radicals coupling between latter persistent acyl thiazolium radical intermediate. Such broadly proposed accepted, yet elusive, intermediate isolated stud-ied a single-crystal X-ray diffraction study.

Language: Английский

Citations

1
Carbon-Chain Elongation by Co-Catalyzed Selective C–C Bond Cleavage and Subsequent Silylperoxylation of Alkene Substrates DOI
Jiahao Xie, Terumasa Kato, Keiji Maruoka

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 14754 - 14761

Published: Sept. 20, 2024

Language: Английский

Citations

1
Recent advances in transition-metal-free conversion of aldehydes to ketones DOI Creative Commons

Yike Bai,

Wenhua Yu,

Rong Chen

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: unknown

Published: May 1, 2024

The preparation of functionalized ketones occupies an important position in synthetic organic chemistry because are ubiquitous structural motifs a broad range compounds with various applications. conversion aldehydes to is one the most convenient and straightforward routes, which has been extensively studied field transition metal catalysis. In comparison, transition-metal-free remains underdeveloped. last decade, emergence new advances upgraded toolbox for ketone synthesis from absence metals. this review, we have mainly summarized three types reactions enabling ketones, emphasis on those involving main group element

Language: Английский

Citations

0