Synthesis of succinyldiamides containing all-quaternary carbon center by photo-induced amidation/smiles rearrangement of alkenes DOI
Yuyu Dai, Wei Niu, Jiapeng Huang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 23, 2024

A novel, mild, and environmentally friendly method was developed for the synthesis of quaternary-carbon-containing succinyldiamides. This found to be compatible with many substrates.

Language: Английский

Carbonylative transformation of aryl halides and strong bonds via cheap metal catalysts and sustainable technologies DOI Creative Commons
Maolin Yang, Yukun Liu, Xin Qi

et al.

Green Synthesis and Catalysis, Journal Year: 2024, Volume and Issue: 5(4), P. 211 - 269

Published: May 6, 2024

The development of catalytic carbonylation reactions has increased considerably. Although many reviews/chapters/books on have been published, summaries cheap metal-catalyzed aryl halides and other chemical bonds with high dissociation energy C-Y (Y = O, N, H) are still very rare. Focusing green sustainable chemistry, this review summarizes discusses the achievements carbonylative transformations (C(sp2)-X) strong based non-expensive metal catalysts (Co, Mn, Mo, Ni, Fe, Cu), photochemical electrochemical systems developed in recent decades.

Language: Английский

Citations

14
Visible light mediated iron-catalyzed addition of oxamic acids to imines DOI Creative Commons

Margaux Badufle,

Frédéric Robert, Yannick Landais

et al.

RSC Advances, Journal Year: 2024, Volume and Issue: 14(18), P. 12528 - 12532

Published: Jan. 1, 2024

Oxamic acids where shown to add imines, providing a broad range of α-aminoacid amides in generally good yields.

Language: Английский

Citations

5
Site-Selective Pyridine Carbamoylation Enabled by Consecutive Photoinduced Electron Transfer DOI
Zhan Jie Wang,

Junjie Chen,

Huan‐Ming Huang

et al.

ACS Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 15521 - 15527

Published: Oct. 4, 2024

Language: Английский

Citations

5
Silver‐Catalyzed Decarboxylative Coupling of Oxamic Acids with Styrenes to Synthesize E‐Cinnamamides: A Distinguish Reaction Pathway DOI Creative Commons

A Ru‐Han,

Yong‐Wang Huo,

Xiao‐Feng Wu

et al.

ChemistryOpen, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 29, 2025

Abstract A silver‐catalyzed decarboxylative coupling of oxamic acids with styrenes has been developed to produce E ‐cinnamamides. Oxamic act as efficient precursors for carbamoy radicals. Based on the mechanistic experiments and intermediate analysis, proposed mechanism involves radical addition styrenes, followed by oxidation solvent participation, ultimately leading formation cinnamamides which is different from reported cases.

Language: Английский

Citations

0
Direct construction of aryl amide N-glycosides from glycosyl oxamic acids via photoredox palladium-catalyzed aminocarbonylations DOI

Xinyue Xie,

Shiyin Zhao, Zhi Yang

et al.

Chem Catalysis, Journal Year: 2024, Volume and Issue: unknown, P. 101109 - 101109

Published: Sept. 1, 2024

Language: Английский

Citations

3
Copper‐mediated Synthesis of N‐Aryl‐oxamic Acids. DOI Creative Commons

Margaux Badufle,

Frédéric Robert, Yannick Landais

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(57)

Published: July 25, 2024

Abstract The Cu‐catalyzed Ullmann‐Goldberg cross‐coupling between aryl iodides and oxamates is shown to afford the corresponding N ‐aryloxamates with yields ranging from moderate excellent, when oxamate precursor incorporates a bulky tertiary alkyl group effectively preventing product degradation under strongly basic reaction conditions. final oxamic acids are then generated through acid hydrolysis of in high yields. These were converted into urethanes using PIDA thermal conditions or visible‐light Fe‐LMCT process. While electron‐deficient ‐aryl provide efficiencies, electron‐rich counterparts led diminished due over‐oxidation induced by PIDA.

Language: Английский

Citations

1
Redox-Neutral Decarboxylative Cross-Coupling of Oxamates with Aryl Bromides DOI Creative Commons

Akash Bisoyi,

Vijay Kumar Simhadri,

K. Surya

et al.

ACS Organic & Inorganic Au, Journal Year: 2023, Volume and Issue: 4(2), P. 223 - 228

Published: Nov. 29, 2023

Dual nickel-photoredox-enabled direct synthesis of amides through cross-coupling cesium oxamates with aryl bromides has been developed. This methodology's key advantages are mild reaction conditions, utilizing organic dye as a photocatalyst, employing readily available starting chemicals coupling partners, and late-stage carbamoylation pharmaceutically relevant molecules. DFT studies suggested that the nickel catalytic cycle proceeds via radical addition pathway prior to oxidative insertion.

Language: Английский

Citations

2
Cr-mediated photocatalytic decarboxylative coupling of alpha-oxo acids with benzylic pyridinium salts DOI
Jia Cao, Yan Liu, Zhixiang Wang

et al.

Organic Chemistry Frontiers, Journal Year: 2024, Volume and Issue: 11(11), P. 3242 - 3249

Published: Jan. 1, 2024

We developed a method for chromium/photoredox dual catalytic synthesis of ketones using α-oxo acids with benzylic pyridinium salts.

Language: Английский

Citations

0
Silver-Catalyzed Dearomative [3+2] Spiroannulation of Aryl Oxamic Acids with Alkynes DOI
Ren‐Xiao Liang,

Chengan Jin,

Yi‐Xia Jia

et al.

Synthesis, Journal Year: 2024, Volume and Issue: 56(20), P. 3191 - 3198

Published: July 3, 2024

Abstract A silver-catalyzed dearomative decarboxylative [3+2] spiroannulation of aryl oxamic acids with alkynes is described. The reaction provides reliable access to a range azaspiro[4,5]trienones in moderate yields aqueous media. In addition, the exhibits broad substrate scope and good functional group compatibility.

Language: Английский

Citations

0
1O2 and Base Assisted Oxidative Conversion of β-Enaminoesters to α-Acyloxy-β-ketoesters under Visible Light Irradiation DOI
Rohit Kumar,

Deepak,

Nidhi Jain

et al.

The Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Sept. 19, 2024

Singlet oxygen (

Language: Английский

Citations

0