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

Chengan Jin,

Yi‐Xia Jia

и другие.

Synthesis, Год журнала: 2024, Номер 56(20), С. 3191 - 3198

Опубликована: Июль 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.

Язык: Английский

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

A. Ruhan,

Yong‐Wang Huo,

Xiao‐Feng Wu

и другие.

ChemistryOpen, Год журнала: 2025, Номер unknown

Опубликована: Янв. 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.

Язык: Английский

Процитировано

0
Photocatalytic Pyridyl-carbamoylation of Alkenes for Accessing β-Pyridyl Amides DOI
Jian Cui, Zhikai Li, Yun Mao

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Март 7, 2025

The β-pyridyl amide is a critical scaffold in medical discovery yet lacks efficient synthetic methods. Here, we describe, for the first time, visible-light-induced, redox-neutral radical cross-coupling reaction involving alkenes, oxamic acids, and cyanopyridines that offers versatile assembly of β-pyridylamides. This approach features mild conditions, high step efficiency, substrate breadth, providing green strategy alkene pyridyl-carbamoylation. Achieving this transformation relies on catalytic system, which adeptly avoids competing nucleophilic carbamoyl with electrophilic pyridyl radical, enabling three-component tandem process chemoselectivity.

Язык: Английский

Процитировано

0
Photoinduced Carbamoylarylation of Alkynes with N-Aryl Oxamic Acids DOI
Kohei Sekine,

Gaofan Yue,

Joji Kajiwara

и другие.

Organic Letters, Год журнала: 2025, Номер unknown

Опубликована: Апрель 2, 2025

1,2-Difunctionalization of alkynes is an attractive synthetic protocol, because it can achieve a high step economy and provide various complex organic molecules. This study demonstrates the visible-light-induced carbamoylarylation terminal using N-aryl oxamic acids as bifunctional reagents. The transformation involves addition carbamoyl radicals to alkenes, resulting in 1,4-aryl migration via C(aryl)-N bond cleavage afford corresponding arylacrylamides moderate good yields.

Язык: Английский

Процитировано

0
CO2-promoted photocatalytic aryl migration from nitrogen to carbon for switchable transformation of N-arylpropiolamides DOI Creative Commons
Ge Liu,

Denghui Ma,

Jianchen Zhang

и другие.

Nature Communications, Год журнала: 2024, Номер 15(1)

Опубликована: Ноя. 22, 2024

Язык: Английский

Процитировано

2
Synthesis of succinyldiamides containing all-quaternary carbon center by photo-induced amidation/smiles rearrangement of alkenes DOI
Yuyu Dai, Wei Niu, Jiapeng Huang

и другие.

Organic & Biomolecular Chemistry, Год журнала: 2024, Номер unknown

Опубликована: Дек. 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.

Язык: Английский

Процитировано

1
Silver-Catalyzed Dearomative [3+2] Spiroannulation of Aryl Oxamic Acids with Alkynes DOI
Ren‐Xiao Liang,

Chengan Jin,

Yi‐Xia Jia

и другие.

Synthesis, Год журнала: 2024, Номер 56(20), С. 3191 - 3198

Опубликована: Июль 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.

Язык: Английский

Процитировано

0