Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2 DOI

Yunying Yan,

Jianjun Hao,

Fenfen Xie

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14640 - 14648

Published: Sept. 29, 2023

Magnesium-mediated reductive carboxylation of p-QMs with CO2 via an Umpolung strategy has been developed, which can be used for the preparation various aryl acetic acids. This protocol featured high atom economy, mild conditions, and operational simplicity. The creation this will unprecedentedly extend application to nucleophilic reagents.

Language: Английский

Palladium‐Catalyzed Carbonylation of Aryl Sulfonium Salts with CO2 as a CO Surrogate DOI
Y. P. Guo, Wei Li, Huanfeng Jiang

et al.

Asian Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 13(7)

Published: April 9, 2024

Abstract Palladium‐catalyzed carbonylation of aryl sulfonium salts with CO 2 as a surrogate has been successfully developed via one‐pot two‐step procedure. Thus, by merging thianthrenation and the carbonylation, site‐selective aromatic C−H plethora readily available arenes can be realized , providing access to variety structurally diverse useful benzamides, esters carboxylic acids. Simple operation, broad substrate scope, good functional group tolerance mild reaction conditions are attractive features method. Late‐stage functionalization complex bioactive molecules well precise synthesis pharmaceuticals 1‐BCP butoxycaine demonstrated potential application established protocol.

Language: Английский

Citations

4
Skeletal Formation of Carbocycles with CO2: Selective Synthesis of Indolo[3,2-b]carbazoles or Cyclophanes from Indoles, CO2, and Phenylsilane DOI
Sha Li,

S. NAKAHARA,

Taishin Adachi

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(22), P. 14935 - 14941

Published: May 9, 2024

The catalytic reactions of indoles with CO2 and phenylsilane afforded indolo[3,2-b]carbazoles, where the fused benzene ring was constructed by forming two C–H bonds four C–C molecules via deoxygenative conversions. Nine-membered cyclophanes made up three were also obtained, cyclophane framework six bonds. These multicomponent cascade giving completely different carbocycles switched simply choosing solvent, acetonitrile or ethyl acetate.

Language: Английский

Citations

4
Room-temperature aerobic oxidation of alcohols into carbonyl compounds using VO@GO catalyst DOI

S. Krishnam Raju,

Kothanahally S. Sharath Kumar, Yarabahally R. Girish

et al.

Synthetic Communications, Journal Year: 2025, Volume and Issue: unknown, P. 1 - 11

Published: Feb. 19, 2025

Language: Английский

Citations

0
Palladium-Catalyzed Thiocarbonylation of Aryl Iodides Using CO2 DOI
Huan Wang, Yongdan Li, Yajun Sun

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(13), P. 8835 - 8842

Published: May 29, 2023

The first example of catalytic thiocarbonylation aryl iodides using CO2 has been achieved employing a combination PdCl2 and carbazole-derived phosphine ligands. Under mild conditions, broad scope were converted to the desired thioester products in presence or alkyl thiols (33 examples, up 96% yields). choice metal, ligands, reductant crucial for high efficiency chemoselectivity. Moreover, this strategy provided an effective method late-stage functionalization biorelevant molecules.

Language: Английский

Citations

8
Silver-Catalyzed Coupling of Ethynylbenziodoxolones with CO2 and Amines to Afford O-β-Oxoalkyl Carbamates DOI
Wei Li, Yanhui Guo, Ziyang Li

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(22), P. 4600 - 4605

Published: May 23, 2024

A novel three-component coupling reaction of ethynylbenziodoxolones (EBXs) with CO

Language: Английский

Citations

3
Macrocyclization of carbon dioxide with 3-triflyloxybenzynes and tetrahydrofuran: straightforward access to 14-membered macrolactones DOI

Hongjian Liu,

Huanfeng Jiang, Chaorong Qi

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(52), P. 6639 - 6642

Published: Jan. 1, 2024

A novel macrocyclization of carbon dioxide with 3-triflyloxybenzynes and tetrahydrofuran leading to a rare type 14-membered macrolactone is reported.

Language: Английский

Citations

2
Pd-Catalyzed room temperature hydrodeoxygenation of aryl sulfonates by tuning the stereoelectronic nature of ligands DOI
Yan Zhao, Guo‐Jie Wu, Dongxing Tan

et al.

Tetrahedron, Journal Year: 2024, Volume and Issue: 162, P. 134120 - 134120

Published: Aug. 1, 2024

Language: Английский

Citations

0
Electrochemical formylation of aryl halides by using DMF as formyl source DOI

Congcong Qiang,

Mengyun Wu,

Jingru Han

et al.

New Journal of Chemistry, Journal Year: 2024, Volume and Issue: unknown

Published: Jan. 1, 2024

An electrochemical protocol for the formylation of aryl halides by using DMF as a formyl source was developed to produce aromatic aldehydes in moderate good yields.

Language: Английский

Citations

0
(Diethylamino)sulfur trifluoride (DAST)-mediated oxidation of benzylic alcohols and amines to carbonyl compounds DOI

Dylan Smeyne,

Steven J. Boyles,

Ricardo Belloso

et al.

Synthetic Communications, Journal Year: 2024, Volume and Issue: 54(18), P. 1620 - 1628

Published: Aug. 29, 2024

We report an efficient protocol for oxidation of primary/secondary benzyl alcohols and benzylamines to produce corresponding aldehydes or ketones. Our unified method involves the use commercially available (diethylamino)sulfur trifluoride (DAST) as a reagent combined with DMSO solvent oxidant. The reaction provided carbonyl compounds in good excellent yields high purity short times.

Language: Английский

Citations

0
Magnesium-Mediated Umpolung Carboxylation of p-Quinone Methides with CO2 DOI

Yunying Yan,

Jianjun Hao,

Fenfen Xie

et al.

The Journal of Organic Chemistry, Journal Year: 2023, Volume and Issue: 88(20), P. 14640 - 14648

Published: Sept. 29, 2023

Magnesium-mediated reductive carboxylation of p-QMs with CO2 via an Umpolung strategy has been developed, which can be used for the preparation various aryl acetic acids. This protocol featured high atom economy, mild conditions, and operational simplicity. The creation this will unprecedentedly extend application to nucleophilic reagents.

Language: Английский

Citations

0