Room‐Temperature ZnBr2‐Catalyzed Regioselective 1,6‐Hydroarylation of Electron‐Rich Arenes to para‐Quinone Methides: Synthesis of Unsymmetrical Triarylmethanes DOI
Biquan Xiong,

Lulu Si,

Longzhi Zhu

et al.

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 18(3)

Published: Dec. 12, 2022

A mild and efficient Zn(II)-catalyzed regioselective 1,6-hydroarylation of para-quinone methides (p-QMs) with electron-rich arenes protocol is reported. variety are well tolerated under conditions, delivering a broad range triarylmethanes in good to excellent yields. The present method also works for the hydroarylation p-QMs other nucleophiles, such as aniline, indole phenol derivatives, offering corresponding yields standard conditions. possible mechanism formation C(sp3 )-C(sp2 ) bonds reactions has been explored by step-by-step control experiments, reaction may follow second-order manner chemical kinetic study.

Language: Английский

Csp2–H functionalization of phenols: an effective access route to valuable materials via Csp2–C bond formation DOI Creative Commons

Giulia Brufani,

Benedetta Di Erasmo,

Chao‐Jun Li

et al.

Chemical Science, Journal Year: 2024, Volume and Issue: 15(11), P. 3831 - 3871

Published: Jan. 1, 2024

In the vast majority of top-selling pharmaceutical and industrial products, phenolic structural motifs are highly prevalent. Non-functionalized simple phenols serve as building blocks in synthesis value-added chemicals. It is worth mentioning that lignin, being largest renewable biomass source aromatic nature, mainly consists units, which enable production structurally diverse phenols. Given their remarkable applicability chemical value chain, many efforts have been devoted to increasing molecular complexity scaffold. Among key techniques, direct functionalization Csp

Language: Английский

Citations

6
Site-selective nucleophilic substitution reactions of pentafluoropyridine with hydroxybenzaldehydes: synthesis of triarylmethanes comprising perfluoropyridine moieties DOI
Zahra Vari, Reza Ranjbar‐Karimi, Kazem Mohammadiannejad

et al.

New Journal of Chemistry, Journal Year: 2023, Volume and Issue: 47(22), P. 10645 - 10658

Published: Jan. 1, 2023

The site-selective nucleophilic attacks of hydroxybenzaldehydes on PFP were used to prepare several perfluoropyridinated (oxy)benzaldehydes. F-C alkylation reaction arenes/heteroarenes with the derived products under SSA catalysis afforded novel fluorinated TRAMs.

Language: Английский

Citations

4
Synthesis of acyclic triarylmethane-based compounds containing perfluoropyridine subunits using 4,4′-(p-tolylmethylene)bis(2,6-dimethylphenol) as a flexible spacer DOI
Zahra Vari, Reza Ranjbar‐Karimi, Kazem Mohammadiannejad

et al.

Journal of Molecular Structure, Journal Year: 2023, Volume and Issue: 1302, P. 137360 - 137360

Published: Dec. 21, 2023

Language: Английский

Citations

1
Room‐Temperature ZnBr2‐Catalyzed Regioselective 1,6‐Hydroarylation of Electron‐Rich Arenes to para‐Quinone Methides: Synthesis of Unsymmetrical Triarylmethanes DOI
Biquan Xiong,

Lulu Si,

Longzhi Zhu

et al.

Chemistry - An Asian Journal, Journal Year: 2022, Volume and Issue: 18(3)

Published: Dec. 12, 2022

A mild and efficient Zn(II)-catalyzed regioselective 1,6-hydroarylation of para-quinone methides (p-QMs) with electron-rich arenes protocol is reported. variety are well tolerated under conditions, delivering a broad range triarylmethanes in good to excellent yields. The present method also works for the hydroarylation p-QMs other nucleophiles, such as aniline, indole phenol derivatives, offering corresponding yields standard conditions. possible mechanism formation C(sp3 )-C(sp2 ) bonds reactions has been explored by step-by-step control experiments, reaction may follow second-order manner chemical kinetic study.

Language: Английский

Citations

2