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

Photoredox/NHC cooperative catalysis for alkylacylation of styrenes: An alternative method for the synthesis of γ-aminoketones DOI

Ke-Yang Yu,

Fu Cheng,

Dong-Sen Duan

et al.

Tetrahedron Letters, Journal Year: 2025, Volume and Issue: 156, P. 155450 - 155450

Published: Jan. 8, 2025

Language: Английский

Citations

1
Potassium-modified carbon nitride photocatalyzed-aminoacylation of N‑sulfonyl ketimines DOI

Cailing Wu,

Shaojie Wu, Qifei Huang

et al.

Chinese Chemical Letters, Journal Year: 2024, Volume and Issue: 36(2), P. 110250 - 110250

Published: July 17, 2024

Language: Английский

Citations

6
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
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
Photocatalytic synthesis of carbamoylated chroman-4-ones via radical cascade cyclization of 2-(allyloxy)arylaldehydes and oxamic acids DOI

Aixin Wang,

Fengtian Wu, Guo‐Fang Jiang

et al.

Molecular Catalysis, Journal Year: 2025, Volume and Issue: 582, P. 115168 - 115168

Published: May 2, 2025

Language: Английский

Citations

0
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