2-([1,1′-Biphenyl]-4-yl)-5-[(E)-2-(3-methoxy-1-phenyl-1H-pyrazol-4-yl)ethenyl]-3,3-dimethyl-3H-indole DOI Creative Commons
Gabrielė Varvuolytė, Aurimas Bieliauskas, Neringa Kleizienė

et al.

Molbank, Journal Year: 2024, Volume and Issue: 2024(4), P. M1927 - M1927

Published: Nov. 28, 2024

The ligandless palladium-catalyzed Heck reaction of 4-ethenyl-3-methoxy-1-phenyl-1H-pyrazole and 2-([1,1′-biphenyl]-4-yl)-5-bromo-3,3-dimethyl-3H-indole gave the previously unreported 2-([1,1′-biphenyl]-4-yl)-5-[(E)-2-(3-methoxy-1-phenyl-1H-pyrazol-4-yl)ethenyl]-3,3-dimethyl-3H-indole in 45% yield. compound was characterized using NMR, FT-IR spectroscopy, HRMS data. optical properties were investigated tetrahydrofuran by UV-Vis fluorescence spectroscopy.

Language: Английский

Solar‐Light‐Driven Photocatalytic Oxidative Coupling of Phenol Derivatives over Bismuth‐Based Porous Metal Halide Perovskites DOI Creative Commons
Jinsun Lee, Ashwani Kumar, Harun Tüysüz

et al.

Angewandte Chemie International Edition, Journal Year: 2024, Volume and Issue: 63(23)

Published: March 19, 2024

The selective oxidative coupling of phenol derivatives, involving carbon-carbon (C-C) and carbon-oxygen (C-O) bond formation, has emerged as a critical approach in the synthesis natural products. However, achieving precise control over selectivity reactions unsubstituted phenols utilizing solar light driving force remains big challenge. In this study, we report series porous Cs

Language: Английский

Citations

8

Kinetics and Mechanism of PPh3/Ni-Catalyzed, Zn-Mediated, Aryl Chloride Homocoupling: Antagonistic Effects of ZnCl2/Cl DOI Creative Commons
Nicole A. Fohn, Yuan Gao, Stephen Sproules

et al.

Journal of the American Chemical Society, Journal Year: 2024, Volume and Issue: 146(43), P. 29913 - 29927

Published: Oct. 18, 2024

The Ni/PPh

Language: Английский

Citations

5

Isolation, synthesis and medicinal chemistry of biphenyl analogs – A review DOI Creative Commons
Sandeep Singh,

P Geetha,

R. Ramajayam

et al.

Results in Chemistry, Journal Year: 2023, Volume and Issue: 6, P. 101135 - 101135

Published: Sept. 24, 2023

The scaffold-based drug design has been widely used in new discovery. Biphenyl and its analog scaffold are found many drugs naturally occurring compounds. To date an array of synthetic methodologies have introduced to access biphenyl analogs with good yield. scaffolds shown wide range biological activities such as anti-inflammatory, antihypertensive, treatment CNS disorders, anti-cancer, anti-HIV, etc. Also, the importance atropisomers is discussed. This review aims highlight evidence motif a privileged various natural products anticancer agents.

Language: Английский

Citations

12

Pd/C as a Heterogeneous Catalyst for Ligand‐Free Homocoupling Reaction of Halo Compounds in Water and Total Synthesis of Daclatasvir DOI Open Access

Mouzma Mhate,

Moumita Khanra,

Nilotpal Saharia

et al.

Applied Organometallic Chemistry, Journal Year: 2025, Volume and Issue: 39(2)

Published: Jan. 21, 2025

ABSTRACT The United Nations sustainable development goals 9 and 12 discuss about adoption of green chemistry concept for manufacturing pharmaceuticals chemicals. Water is universally accepted as a solvent organic reactions, solvent‐free reactions are considered green, methods synthesis heterocyclic compounds. Pd/C heterogeneous, recyclable catalyst has been used several cross‐coupling reactions. A ligand‐free Pd/C‐catalyzed homocoupling reaction haloarenes in water reported. condition mild (reaction temp. 40°C), the desired products were isolated moderate to good yield (56%–81%). Activation phase transfer under microwave irradiation reduced loading time (from 24 h 30 min). major advantages this method over existing (i) reaction, (ii) lower loading, (iii) use solvent. This along with continuous‐flow bromination, amine deprotection successfully applied antiviral drug daclatasvir.

Language: Английский

Citations

0

Synthesis, X-ray Structure, DFT, Hirshfeld Surface, QTAIM/RDG and Molecular Docking Analysis of 3-methyl-4-nitro-1,1-biphenyl (3-MNB) DOI

Neha Kumari,

Daljeet Singh, Archana Akaram Yadav

et al.

Journal of Chemical Crystallography, Journal Year: 2025, Volume and Issue: unknown

Published: March 21, 2025

Language: Английский

Citations

0

Synthesis of meta-arylphenol derivatives via acid-promoted rearrangement of cyclohexadienones DOI

Hongyan Xie,

Minxiang Zhang,

Xueyu Fang

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(42), P. 8573 - 8578

Published: Jan. 1, 2023

A highly effective strategy for the synthesis of meta-arylphenol derivatives through selective rearrangement 4-alkyl-4-aryl-2,5-cyclohexadienones under metal-free conditions was developed, in which acid-promoted [1,2]-migration aryl group at C-4 occurred exclusively when alkyl a methyl group. Treatment 4-methyl-4-aryl-2,5-cyclohexadienones with 37% HCl Ac2O room temperature provided polysubstituted meta-arylphenyl acetates 75-94% yields. The application this protocol polycyclic aromatic compounds also described.

Language: Английский

Citations

4

In situ Diazonium Salt Formation and Photochemical Aryl‐Aryl Coupling in Continuous Flow Monitored by Inline NMR Spectroscopy DOI Creative Commons
Christoph Deckers, Thomas H. Rehm

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

Published: March 11, 2024

Abstract A novel class of diazonium salts is introduced for the photochemical aryl‐aryl coupling to produce (substituted) biphenyls. As common tetrafluoroborate fail, soluble and safe aryl trifluoroacetates are applied. In this mild synthesis route no catalysts required generate an aryl‐radical by irradiation with UV‐A light (365 nm). This reactive species undergoes direct C−H arylation at arene, forming product in reasonable reaction times. With implementation a continuous flow setup capillary photoreactor 13 different biphenyl derivatives successfully synthesized. By integrating inline 19 F‐NMR benchtop spectrometer, samples reliably quantified as fluorine‐substituents act probe. Here, real‐time NMR spectroscopy perfect tool monitor continuously operated system, which produces fine chemicals industrial relevance even multigram scale.

Language: Английский

Citations

1

Solar‐Light‐Driven Photocatalytic Oxidative Coupling of Phenol Derivatives over Bismuth‐Based Porous Metal Halide Perovskites DOI Creative Commons
Jinsun Lee, Ashwani Kumar, Harun Tüysüz

et al.

Angewandte Chemie, Journal Year: 2024, Volume and Issue: 136(23)

Published: March 19, 2024

Abstract The selective oxidative coupling of phenol derivatives, involving carbon‐carbon (C−C) and carbon‐oxygen (C−O) bond formation, has emerged as a critical approach in the synthesis natural products. However, achieving precise control over selectivity reactions unsubstituted phenols utilizing solar light driving force remains big challenge. In this study, we report series porous Cs 3 Bi 2 X 9 (X=Cl, Br, I) photocatalysts with tailored band gaps compositions engineered for efficient solar‐light‐driven coupling. Notably, p‐Cs Br exhibited about 73 % C−C coupling, displaying high formation rate 47.3 μmol g cat −1 h under radiation. Furthermore, enables site‐selectivity derivatives on , enhancing distinctive structure appropriate band‐edge positions facilitated charge separation, surface interaction/activation phenolic hydroxyl groups, resulting kinetically preferred C−O bond. Mechanistic insights into reaction pathway, supported by comprehensive experiments, unveiled crucial role interfacial transfers Lewis acid sites stabilizing intermediates, thereby directing regioselectivity diradical couplings unsymmetrical biphenols.

Language: Английский

Citations

1

Alkene Isomerization Catalyzed by a Mn(I) Bisphosphine Borohydride Complex DOI Creative Commons
Karl Kirchner, Ines Blaha,

Robin Dülger

et al.

Published: June 26, 2024

An additive-free manganese-catalyzed isomerization of terminal alkenes to internal is described. This reaction atom economic, implementing an inexpensive, non-precious metal catalyst. The most efficient catalyst the borohydride complex cis-[Mn(dippe)(CO)2(κ2-BH4)]. operates at room temperature with a loading 2.5 mol %. A variety are effectively and selectively transformed respective E-alkenes. Preliminary results show chain walking elevated temperature. Mechanistic studies were carried out including stochiometric reactions in situ NMR analysis. These experiments flanked by computational studies. Based on these, catalytic process initiated liberation “BH3” as hydroborated alkene. double bond insertion into M–H species leading alkyl intermediate, followed β-hydride elimination opposite position afford product.

Language: Английский

Citations

1

In vitro and in silico evaluation of 4'-hydroxy-[1,1'-biphenyl]-4-carbohydrazide Schiff base and oxadiazole derivatives targeting EGFR allosteric site DOI

Wurood A. Shihab,

Ammar A. Razzak Mahmood,

Lubna H. Tahtamouni

et al.

Chemical Papers, Journal Year: 2024, Volume and Issue: 78(14), P. 7951 - 7971

Published: Aug. 19, 2024

Language: Английский

Citations

1