Radical α-C–H Alkylation and Heteroarylation of Benzyl Anilines Enabled by Organic Photoredox Catalysis DOI
Cheng Huang,

Zhong-Ming Ye,

Yu-Shu Qin

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

A photocatalysis-involved α-amino radical provides an appealing approach for rapid construction of complex amine architectures. Reported herein is organophotoredox catalytic to α-C-H alkylation and heteroarylation benzyl anilines, which enables the introduction valuable trifluoromethyl alcohol, chromanone, or pyridine motifs at α position amines. This protocol highlights metal-free, step atom economies broad substrate scopes (>80 examples). Control experiments electron paramagnetic resonance spectroscopy identified derived from C-H bond.

Language: Английский

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
Visible-Light Photocatalytic Nucleophilic Addition of 4-Pyridylphosphonium Salts to CO2 and Carbonyl Compounds DOI

Wenwen Cui,

Bin Li, Baiquan Wang

et al.

Organic Letters, Journal Year: 2025, Volume and Issue: unknown

Published: March 24, 2025

A visible-light photocatalytic nucleophilic addition of 4-pyridylphosphonium salts to CO2 and carbonyl compounds is reported. The reaction has mild conditions, good functional group tolerance, a wide range substrates. Mechanistic studies show that the may occur through pyridylphosphonium salt radical anion, pyridyl radical, anion intermediates. By combination with C4-H phosphination, this method can be applied late-stage C-H functionalization drugs containing pyridine unit.

Language: Английский

Citations

0
Benzothiazolines Acting as Carbanion and Radical Transfer Reagents in Carbon–Carbon Bond Construction DOI Creative Commons
Xiaotang Chen,

Bao‐Chen Qian

Molecules, Journal Year: 2025, Volume and Issue: 30(8), P. 1711 - 1711

Published: April 11, 2025

Traditionally employed as hydrogenation reagents, benzothiazolines have emerged versatile carbanion and radical transfer playing a vital role in the construction of various carbon–carbon bonds. The cutting-edge progress photochemistry chemistry prompted study visible light-driven reactions, bringing into vibrant focus. Their chemical processes been uncovered to encompass variety activation mechanisms, with five distinct modes having identified. This work reviews innovative applications donors alkyl or acyl groups, achieving hydroalkylation hydroacylation substitution. By examining their diverse this review highlights potential serving groups for further research development. Moreover, will offer exemplary inspiration synthetic chemists, contributing ongoing evolution utility organic synthesis.

Language: Английский

Citations

0
Fluorescence Based Trace Level Detection of Cobalt Using 2,6-bis((E)-4-chlorobenzylidene)-4-methylcyclohexan-1-one as Sensor DOI
Amnah Mohammed Alsuhaibani, Moamen S. Refat, Jehangir Khan

et al.

Journal of Fluorescence, Journal Year: 2025, Volume and Issue: unknown

Published: April 23, 2025

Language: Английский

Citations

0
Radical α-C–H Alkylation and Heteroarylation of Benzyl Anilines Enabled by Organic Photoredox Catalysis DOI
Cheng Huang,

Zhong-Ming Ye,

Yu-Shu Qin

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: unknown

Published: Dec. 17, 2024

A photocatalysis-involved α-amino radical provides an appealing approach for rapid construction of complex amine architectures. Reported herein is organophotoredox catalytic to α-C-H alkylation and heteroarylation benzyl anilines, which enables the introduction valuable trifluoromethyl alcohol, chromanone, or pyridine motifs at α position amines. This protocol highlights metal-free, step atom economies broad substrate scopes (>80 examples). Control experiments electron paramagnetic resonance spectroscopy identified derived from C-H bond.

Language: Английский

Citations

0