Carbene and Photocatalyst Catalyzed 3-acylation of Indoles for Facile Access to Indole-3-yl Aryl Ketones DOI

Ting Tu,

Guihua Nie,

Tinglei Zhang

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(79), P. 11088 - 11091

Published: Jan. 1, 2024

3-Acyl indoles play important roles in both organic synthesis and diverse types of functional molecules. Herein, a facile nitrogen heterocyclic carbene (NHC) photocatalyst cooperatively-catalyzed 3-acylation was disclosed. The reaction proceeded

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
N‐Heterocyclic carbene enabled functionalization of inert C(sp3)‐H bonds via hydrogen atom transfer (HAT) processes DOI

Fengfei Lu,

SU Fen,

Shijie Pan

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: 30(47)

Published: Aug. 2, 2024

Abstract Developing methods to directly transform C(sp 3 ) −H bonds is crucial in synthetic chemistry due their prevalence various organic compounds. While conventional protocols have largely relied on transition metal catalysis, recent advancements organocatalysis, particularly with radical NHC catalysis sparked interest the direct functionalization of “inert” for cross C−C coupling carbonyl moieties. This strategy involves selective cleavage generate key carbon radicals, often achieved via hydrogen atom transfer (HAT) processes. By leveraging bond dissociation energy (BDE) and polarity effects, HAT enables rapid diverse )−H substrates, such as ethers, amines, alkanes. mini‐review summarizes progress carbene organocatalytic inert enabled by processes, categorizing them into two sections: 1) C−H involving acyl azolium intermediates; 2) reductive Breslow intermediates.

Language: Английский

Citations

7
NHC-mediated photocatalytic para-selective C–H acylation of aryl alcohols: regioselectivity control via remote radical spiro cyclization DOI

Tinglei Zhang,

Lei Wang,

Xiaolin Peng

et al.

Science China Chemistry, Journal Year: 2025, Volume and Issue: unknown

Published: Jan. 14, 2025

Language: Английский

Citations

0
Cooperative NHC and Photoredox Catalyzed Radical Aminoacylation of Alkenes to Tetrahydropyridazines DOI

Wen‐Deng Liu,

Jiyuan Gao,

Jia‐Nan Mo

et al.

Chemistry - A European Journal, Journal Year: 2024, Volume and Issue: unknown

Published: July 27, 2024

Tetrahydropyridazines constitute an important structural motif found in numerous natural products and pharmaceutical compounds. Herein, we report aminoacylation reaction of alkenes that enables the synthesis 1,4,5,6-tetrahydropyridazines through cooperative N-heterocyclic carbene (NHC) photoredox catalysis. This approach involves 6-endo-trig cyclization N-centered hydrazonyl radicals, generated via single-electron oxidation hydrazones, followed by a radical-radical coupling step. The mild process tolerates wide range common functional groups affords variety tetrahydropyridazines moderate to high yields. Preliminary investigations using chiral NHC catalysts demonstrate potential this protocol for asymmetric radical reactions.

Language: Английский

Citations

0
Carbene and Photocatalyst Catalyzed 3-acylation of Indoles for Facile Access to Indole-3-yl Aryl Ketones DOI

Ting Tu,

Guihua Nie,

Tinglei Zhang

et al.

Chemical Communications, Journal Year: 2024, Volume and Issue: 60(79), P. 11088 - 11091

Published: Jan. 1, 2024

3-Acyl indoles play important roles in both organic synthesis and diverse types of functional molecules. Herein, a facile nitrogen heterocyclic carbene (NHC) photocatalyst cooperatively-catalyzed 3-acylation was disclosed. The reaction proceeded

Language: Английский

Citations

0