Ni-Catalyzed C–H Arylation of Oxazoles and Benzoxazoles Using Pharmaceutically Relevant Aryl Chlorides and Bromides DOI
Helen Larson, Danielle M. Schultz, Dipannita Kalyani

и другие.

The Journal of Organic Chemistry, Год журнала: 2019, Номер 84(20), С. 13092 - 13103

Опубликована: Сен. 24, 2019

This manuscript details the development of nickel-catalyzed arylation oxazoles and benzoxazoles with aryl halides. A series aryl, heteroaryl, druglike electrophiles relevant to pharmaceutical applications were surveyed. The desired arylated products obtained in synthetically useful yields using electronically structurally varied use microscale high-throughput experimentation was essential for both rapid identification optimal reaction parameters investigation halide scope.

Язык: Английский

Organic Electrochemistry: Molecular Syntheses with Potential DOI Creative Commons
Cuiju Zhu, Nate W. J. Ang, Tjark H. Meyer

и другие.

ACS Central Science, Год журнала: 2021, Номер 7(3), С. 415 - 431

Опубликована: Март 9, 2021

Efficient and selective molecular syntheses are paramount to

Язык: Английский

Процитировано

590

Nickel-catalyzed formation of quaternary carbon centers using tertiary alkyl electrophiles DOI
Weichao Xue, Xiao Jia, Xuan Wang

и другие.

Chemical Society Reviews, Год журнала: 2021, Номер 50(6), С. 4162 - 4184

Опубликована: Янв. 1, 2021

This review provides a comprehensive summary of recent advances in nickel-catalyzed reactions employing tertiary alkyl electrophiles for the construction quaternary carbon centers.

Язык: Английский

Процитировано

176

Desulfonylative Transformations of Sulfones by Transition-Metal Catalysis, Photocatalysis, and Organocatalysis DOI
Masakazu Nambo,

Yuuki Maekawa,

Cathleen M. Crudden

и другие.

ACS Catalysis, Год журнала: 2022, Номер 12(5), С. 3013 - 3032

Опубликована: Фев. 18, 2022

Sulfones are common, readily available reagents that have recently attracted attention as versatile for cross-coupling reactions. This Review summarizes advances in desulfonylative transformations of sulfones affected by molecular catalysis, including transition-metal catalysts, photocatalysts, and organocatalysts. In addition to catalyst choice, the design sulfonyl group is a critical factor control reactivity. The concepts presented herein will provide new strategies construct diverse molecules with high efficiency modularity.

Язык: Английский

Процитировано

88

An air-stable binary Ni(0)–olefin catalyst DOI
Lukas Nattmann, Rakan Saeb,

Nils Nöthling

и другие.

Nature Catalysis, Год журнала: 2019, Номер 3(1), С. 6 - 13

Опубликована: Дек. 9, 2019

Язык: Английский

Процитировано

129

Scrutinizing formally NiIVcenters through the lenses of core spectroscopy, molecular orbital theory, and valence bond theory DOI Creative Commons

Ida M. DiMucci,

Charles J. Titus, Dennis Nordlund

и другие.

Chemical Science, Год журнала: 2023, Номер 14(25), С. 6915 - 6929

Опубликована: Янв. 1, 2023

Nickel K- and L 2,3 -edge X-ray absorption spectra (XAS) are discussed for coordinated nickel centers spanning formal oxidation states from II to IV. The ensuing analysis indicates that a physical “+4” state is untenable Ni.

Язык: Английский

Процитировано

30

Nickel-Catalyzed Atroposelective C–H Alkylation Enabled by Bimetallic Catalysis with Air-Stable Heteroatom-Substituted Secondary Phosphine Oxide Preligands DOI
Zijing Zhang,

Matthias M. Simon,

Shuang Yu

и другие.

Journal of the American Chemical Society, Год журнала: 2024, Номер 146(13), С. 9172 - 9180

Опубликована: Март 21, 2024

The catalytic asymmetric construction of axially chiral C–N atropisomers remains a formidable challenge due to their low rotational barriers and is largely reliant on toxic, cost-intensive, precious metal catalysts. In sharp contrast, we herein describe the first nickel-catalyzed atroposelective C–H alkylation for compounds with aid heteroatom-substituted secondary phosphine oxide (HASPO)-ligated Ni–Al bimetallic catalyst. A wide range alkenes, including terminal internal were well compatible reaction, providing variety benzimidazole derivatives in high yields enantioselectivities (up 97:3 e.r.). key success was identification novel HASPOs as highly effective preligands. Mechanistic studies revealed catalyst mode action, in-depth data science analysis elucidated features responsible preligands controlling enantioselectivity.

Язык: Английский

Процитировано

13

Electrochemical Cross‐Coupling of C(sp2)−H with Aryldiazonium Salts via a Paired Electrolysis: an Alternative to Visible Light Photoredox‐Based Approach DOI

Yangye Jiang,

Gui-Yuan Dou,

Luo‐sha Zhang

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2019, Номер 361(22), С. 5170 - 5175

Опубликована: Сен. 25, 2019

Abstract Photoredox‐based C−H bond functionalization constitutes one of the most powerful and atom‐economical approaches to organic syntheses. During this type reaction, single electron transfer takes place between photocatalyst ( PC ) redox‐ active substrates. Electrosynthesis also involves substrates electrodes. In paper, we focus upon electrochemical cross‐coupling C( sp 2 )−H with aryldiazonium salts have developed an efficient approach Minisci‐type arylation reaction. The constant current paired electrosynthesis proceeds in a simple undivided cell without external supporting electrolyte, features wide range is easy scale‐up. These results demonstrate that photoredox‐based can proceed successfully under electrolysis conditions, thereby contributing understanding parallels photosynthesis electrosynthesis. magnified image

Язык: Английский

Процитировано

72

Nickel-Catalyzed Enantioselective Carbamoyl Iodination: A Surrogate for Carbamoyl Iodides DOI
Austin D. Marchese,

Marco Wollenburg,

Bijan Mirabi

и другие.

ACS Catalysis, Год журнала: 2020, Номер 10(8), С. 4780 - 4785

Опубликована: Март 26, 2020

This work reports the enantioselective formal transfer of a carbamoyl iodide across 1,1-disubstituted styrene using Ni-catalysis. Employing an air-stable Ni(II) precatalyst and commercially available chiral ligand ((S)-tBuPHOX), enantioenriched 3,3-disubstituted iodooxindoles were obtained in up to 90% yield 97:3 e.r. methodology was applied total synthesis (−)-esermethole (−)-phenserine.

Язык: Английский

Процитировано

71

Manganese‐Catalysed Dehydrogenative Coupling – An Overview DOI
K. Rohit,

Sankaran Radhika,

Salim Saranya

и другие.

Advanced Synthesis & Catalysis, Год журнала: 2020, Номер 362(8), С. 1602 - 1650

Опубликована: Янв. 29, 2020

Abstract Manganese‐catalysed reactions have attracted great attention recently due to the high relative abundance and cheap eco‐friendly behaviour. Applications of manganese catalysis in cross‐dehydrogenative coupling are among hottest areas since 90% contributions very recent. Dehydrogenation alcohols using Mn‐pincer systems is highly explored nowadays for cross‐coupling synthesise a variety products Mn‐catalysed C−H activation, radical applied dehydrogenative couplings various synthons. This review focuses on synthesis synthetically as well biologically important motifs such carbonyl compounds, olefins, nitrogen heterocycles, amines, imines, etc. manganese‐catalysed reactions. magnified image

Язык: Английский

Процитировано

69

Low-coordinate first-row transition metal complexes in catalysis and small molecule activation DOI Creative Commons
Laurence J. Taylor, Deborah L. Kays

Dalton Transactions, Год журнала: 2019, Номер 48(33), С. 12365 - 12381

Опубликована: Янв. 1, 2019

In this Perspective, we will highlight selected examples of transition metal complexes with low coordination numbers whose high reactivity has been exploited in catalysis and the activation small molecules featuring strong bonds (N2, CO2, CO).

Язык: Английский

Процитировано

61