Synthesis of Natural Products by C−H Functionalization of Heterocycless DOI
Yang Zhang, Michal Szostak

Chemistry - A European Journal, Journal Year: 2022, Volume and Issue: 28(22)

Published: Jan. 28, 2022

Total synthesis is considered by many as the finest combination of art and science. During last decades, several concepts were proposed for achieving perfect vision total synthesis, such atom economy, step or redox economy. In this context, C-H functionalization represents most powerful platform that has emerged in years, empowering rapid complex natural products enabling diversification bioactive scaffolds based on product architectures. review, we present an overview recent strategies towards heterocyclic enabled functionalization. Heterocycles represent common motifs drug discovery marketed drugs. The implementation heterocycles enables novel tactics construction core architectures, but also changes logic design retrosynthetic permits access to with enhanced biological activities.

Language: Английский

Recent advances in the chemistry and applications of N-heterocyclic carbenes DOI
Peter Bellotti, Maximilian Koy, Matthew N. Hopkinson

et al.

Nature Reviews Chemistry, Journal Year: 2021, Volume and Issue: 5(10), P. 711 - 725

Published: Sept. 3, 2021

Language: Английский

Citations

489

Nickel and Palladium Catalysis: Stronger Demand than Ever DOI
Victor M. Chernyshev, Valentine P. Ananikov

ACS Catalysis, Journal Year: 2022, Volume and Issue: 12(2), P. 1180 - 1200

Published: Jan. 5, 2022

Key similarities and differences of Pd Ni in catalytic systems are discussed. Overall, catalyze a vast number similar C–C C–heteroatom bond-forming reactions. However, the smaller atomic radius lower electronegativity Ni, as well more negative redox potentials low-valent species, often provide higher reactivity oxidative addition or insertion reactions persistence alkyl-Ni intermediates against β-hydrogen elimination, thus enabling activation reluctant electrophiles, including alkyl electrophiles. Another key point relates to stability open-shell electronic configurations Ni(I) Ni(III) compared with Pd(I) Pd(III). Nickel very involve interconvertible Ni(n+) active species variable oxidation states (Ni(0), Ni(I), Ni(II), Ni(III)). In contrast, involving Pd(III) still relatively less developed may require facilitation by special ligands merging photo- electrocatalysis. high Pd(n+) ensure their facile reduction Pd(0) under assistance numerous reagents solvents, providing concentrations molecular Pd1(0) complexes that can reversibly aggregate into Pdn clusters nanoparticles form cocktail Pdn(0) various nuclearities (i.e., values "n"). Ni(0) strong reductants; they sensitive deactivation air other oxidizers and, consequence, operate at catalyst loadings than palladium same The ease robustness versatility for catalysis, whereas variety enables diverse uncommon reactivity, albeit requiring efforts stabilization nickel systems. As discussion, we note easily "cocktail particles" different but (Pd1, Pdn, NPs), behave species" is stable nuclearities. Undoubtedly, there stronger demand ever not only develop improved efficient catalysts also understand mechanisms

Language: Английский

Citations

156

Light opens a new window for N-heterocyclic carbene catalysis DOI Creative Commons
Jing Liu,

Xiao‐Ning Xing,

Jinhai Huang

et al.

Chemical Science, Journal Year: 2020, Volume and Issue: 11(39), P. 10605 - 10613

Published: Jan. 1, 2020

N-Heterocyclic carbenes (NHCs) are efficient Lewis basic catalysts for the umpolung of various polarized unsaturated compounds usually including aldehydes, imines, acyl chlorides and activated esters. NHC catalysis involving electron pair transfer steps has been extensively studied; however, through single-electron (SET) processes, despite having potential to achieve chemical transformations inert bonds using green reagents, long a challenging task in organic synthesis. In parallel, visible-light-induced photocatalysis photoexcitation have established as powerful tools facilitate sustainable synthesis, they enable generation reactive radical intermediates under extremely mild conditions. Recently, number elegant visible-light-induced, NHC-catalyzed were developed accessing valuable compounds. As result, this minireview will highlight recent advances field.

Language: Английский

Citations

154

Synthetic Routes to Late Transition Metal–NHC Complexes DOI
Thomas Scattolin, Steven P. Nolan

Trends in Chemistry, Journal Year: 2020, Volume and Issue: 2(8), P. 721 - 736

Published: June 30, 2020

Language: Английский

Citations

140

Recent Advances in Metal‐Catalyzed Functionalization of Indoles DOI

Kelvin Urbina,

David S. Tresp, Karli Sipps

et al.

Advanced Synthesis & Catalysis, Journal Year: 2021, Volume and Issue: 363(11), P. 2723 - 2739

Published: April 7, 2021

Abstract Indole is one of the most important heterocycles in organic synthesis, natural products, and drug discovery. Recently, tremendous advances selective functionalization indoles have been reported. Although powered by transition metal catalysis, exceedingly useful methods absence metals also In this review, we provide an overview reactions that published last years with a focus on recent advances, aims, future trends. The review organized positional selectivity type used for functionalization. particular, discuss major transition‐metal‐catalyzed C−H at classical C2/C3 positions, remote C4/C7 cross‐coupling, transition‐metal‐free magnified image

Language: Английский

Citations

127

Recent progress of catalysts for synthesis of cyclic carbonates from CO2 and epoxides DOI Creative Commons
Ting Yan, Heng Liu,

Zhuoying Zeng

et al.

Journal of CO2 Utilization, Journal Year: 2022, Volume and Issue: 68, P. 102355 - 102355

Published: Dec. 21, 2022

With the continuous emission of greenhouse gases, rational transformation and utilization CO2 is particularly important. Cyclic carbonates are a kind versatile compounds have wide applications in Li-ion batteries, pharmaceutical manufacturing many fine chemicals. Cycloaddition epoxide to synthesize cyclic considered one most promising conversion routes because its 100% atomic economy, non-toxicity, as well more economic technical route for CO2. In this paper, review surveys synthesis employing building block. The mechanisms activation been described detail due thermodynamic stability molecule. reaction mechanism expounded, seven methods summarized compared, deeply analyzing research progress recent years. To reduce energy conversion, catalysts very crucial. Various types suitable derived from expounded depth. Finally, development trend prospected. improved strongly demanded successful commercialization technologies. This enables researchers timely seize current advancements thus may provide some rewarding insights future investigations on feedstock. It will good reference guide scholars achieve better improvements.

Language: Английский

Citations

122

A critical review of palladium organometallic anticancer agents DOI Creative Commons
Thomas Scattolin, Vladislav A. Voloshkin, Fabiano Visentin

et al.

Cell Reports Physical Science, Journal Year: 2021, Volume and Issue: 2(6), P. 100446 - 100446

Published: May 31, 2021

With the aim of overcoming well-known limitations platinum-based antineoplastic drugs, recent efforts have focused on development new anticancer agents containing metals other than platinum. Among these agents, organopalladium compounds received significant attention due to their generally high stability under physiological conditions. A number shown promising in vitro and vivo antiproliferative activity toward several cisplatin-sensitive cisplatin-resistant tumors sometimes exhibited a different mechanism action compared drugs. In this review, advances field as potential are discussed.

Language: Английский

Citations

109

Emerging Trends in Cross-Coupling: Twelve-Electron-Based L1Pd(0) Catalysts, Their Mechanism of Action, and Selected Applications DOI Creative Commons
Sharbil J. Firsan,

Vilvanathan Sivakumar,

Thomas J. Colacot

et al.

Chemical Reviews, Journal Year: 2022, Volume and Issue: 122(23), P. 16983 - 17027

Published: Oct. 3, 2022

Monoligated palladium(0) species, L

Language: Английский

Citations

106

N-heterocyclic carbene coordinated metal nanoparticles and nanoclusters DOI
Hui Shen,

Guolong Tian,

Zhen Xu

et al.

Coordination Chemistry Reviews, Journal Year: 2022, Volume and Issue: 458, P. 214425 - 214425

Published: Feb. 3, 2022

Language: Английский

Citations

88

A directive Ni catalyst overrides conventional site selectivity in pyridine C–H alkenylation DOI
Tao Zhang,

Yu‐Xin Luan,

Nelson Y. S. Lam

et al.

Nature Chemistry, Journal Year: 2021, Volume and Issue: 13(12), P. 1207 - 1213

Published: Oct. 11, 2021

Language: Английский

Citations

99