Three-Component Betti Condensation for Synthesis of Aminomethylnaphthols Incorporating Deoxy-isoequilenine Scaffold-Absolute Configuration and Application DOI Creative Commons

Irena Zagranyarska,

Kalina Kostova,

Krasimira Dikova

et al.

Journal of the Brazilian Chemical Society, Journal Year: 2022, Volume and Issue: unknown

Published: Sept. 28, 2022

Chiral aminomethylnaphthols have been prepared highly diastereoselective by means of three-component “Betti condensation”, using steroidal 2-naphthol analogue, synthesized from estrone. The use 2-methoxybenzaldehyde or 2-pyridinecarboxaldehyde as aldehyde component and (S)-(–)-1-phenylethan-1-amine (S)-(–)-1-(naphthalen-2-yl)ethan-1-amine, chiral non-racemic amine providing the diastereoselectivity, allowed synthesis structurally diverse aminomethylnaphthols. latter easily form 1,3-dihydronaphthoxazines through reaction with formaldehyde. absolute configurations new determined advanced nuclear magnetic resonance (NMR) experiments confirmed X-ray crystallography. obtained pure diastereoisomers evaluated pre-catalysts in enantioselective addition diethylzinc to aldehydes enantioselectivities up 97% ee.

Language: Английский

Small organic molecules as fluorescent sensors for the detection of highly toxic heavy metal cations in portable water DOI
Ramsha Iftikhar,

Iqra Parveen,

Ayesha Ayesha

et al.

Journal of environmental chemical engineering, Journal Year: 2022, Volume and Issue: 11(1), P. 109030 - 109030

Published: Nov. 23, 2022

Language: Английский

Citations

83

Recent synthetic strategies of small heterocyclic organic molecules with optoelectronic applications: a review DOI
Ramsha Iftikhar,

Faiza Zahid Khan,

Naila Naeem

et al.

Molecular Diversity, Journal Year: 2023, Volume and Issue: 28(1), P. 271 - 307

Published: Jan. 7, 2023

Language: Английский

Citations

36

Amine-Functionalized Lignin as an Eco-Friendly Antioxidant for Rubber Compounds DOI

June-Young Chung,

Uiseok Hwang, Junyoung Kim

et al.

ACS Sustainable Chemistry & Engineering, Journal Year: 2023, Volume and Issue: 11(6), P. 2303 - 2313

Published: Jan. 30, 2023

Although the typical antioxidant, N-(1,3-dimethylbutyl)-N′-phenyl-p-phenylenediamine (6PPD), ensures high durability and long lifespan for rubber compounds, it generates a highly toxic quinone in water, causing serious environmental pollution. Herein, as an alternative material of 6PPD, we newly introduce eco-friendly amine-functionalized lignin (AL) to be incorporated rubber, which can provide excellent combinatorial antiaging properties thermal stability ozone/fatigue resistances through radical scavenging effect. The heterolytic ring-opening reaction AL sulfur accelerate curing improve cross-link density by 28% (v, 4.107 × 10–4 mol/cm3), consequently reducing ozone vulnerable areas matrix further improving aging resistance. Notably, allows its compound exhibit superior anti-ozone performance after aging, with arithmetic surface roughness (Sa) 2.077 μm, should compared that 6PPD (4.737 μm). developed chemically modified methodology have enormous potential promising additive future compounds. lignin-based antioxidant manufactured amination has reduce pollution industry.

Language: Английский

Citations

36

Multi‐Functional 2D Covalent Organic Frameworks with Diketopyrrolopyrrole as Electron Acceptor DOI
Liang Luo,

Chunbin Li,

Yuancheng Wang

et al.

Small, Journal Year: 2024, Volume and Issue: unknown

Published: May 15, 2024

2D covalent organic framework (COF) materials with extended conjugated structure and periodic columnar π-arrays exhibit promising applications in optoelectronics. However, there is a scarcity of reports on optoelectronic COFs, mainly due to the lack suitable π-skeletons. Here, two multi-functional COFs DPP-TPP-COF DPP-TBB-COF are constructed diketopyrrolopyrrole as electron acceptor (A), 1,3,6,8-tetraphenylpyrene 1,3,5-triphenylbenzene donor (D) through imine bonds. Both showed good crystallinities AA stacking rhombic for hexagonal one DPP-TBB-COF, respectively. The D-A ordered intermolecular packing structures endow broad UV-vis absorptions narrow bandgaps along HOMO/LUMO energy levels, resulting properties, including photothermal conversion, supercapacitor property, ambipolar semiconducting behavior. Among them, exhibits high conversion efficiency 47% under 660 nm laser irradiation, while superior specific capacitance 384 F g

Language: Английский

Citations

7

Recent advances in the transformation reactions of the Betti base derivatives DOI Creative Commons
Abolfazl Olyaei, Mahdieh Sadeghpour

RSC Advances, Journal Year: 2024, Volume and Issue: 14(17), P. 11811 - 11848

Published: Jan. 1, 2024

This review article highlights the use of Betti base derivatives in transformation reactions for synthesizing organic compounds, particularly heterocyclic molecules, and investigation into their pharmacological properties.

Language: Английский

Citations

5

Microwave and ultrasound-assisted green protocols for 5-methylthiazole induced Betti bases: molecular docking, in-silico pharmacokinetics, and anticancer activity studies DOI Creative Commons
Onkar A. Lotlikar, Shailesh S. Gurav,

Shweta N. Dandekar

et al.

Green Chemistry Letters and Reviews, Journal Year: 2024, Volume and Issue: 17(1)

Published: Sept. 18, 2024

Language: Английский

Citations

4

Brønsted Acid Ionic-Liquid-Catalyzed Facile One-Pot Synthesis of 1-[(1,3-Benzothiazol-2-ylamino)methyl]-2-naphthols in a Green Medium DOI
Barnali Maiti,

Deepthi Talamarlla

Synlett, Journal Year: 2025, Volume and Issue: unknown

Published: March 17, 2025

Abstract A rapid, simple, and efficient one-pot protocol has been developed for the sustainable synthesis of 1-[(1,3-benzothiazol-2-ylamino)methyl]-2-naphthols from substituted 2-aminobenzothiazoles, aryl aldehydes, 2-naphthol by using 5 mol% a Bronsted acid ionic liquid as catalyst. This method offers several advantages such broad substrate scope, short reaction time, procedure, benign medium, high yield low catalyst loading. Moreover, can be recycled up to three times without noteworthy loss in catalytic activity.

Language: Английский

Citations

0

A Green Protocol for One‐Pot Pseudo Five‐Component Synthesis of a New Series of Bis‐Betti Bases Via Mannich‐Type Reaction DOI
Abolfazl Olyaei,

Parisa Kouhfar,

Mahdieh Sadeghpour

et al.

ChemistrySelect, Journal Year: 2023, Volume and Issue: 8(2)

Published: Jan. 12, 2023

Abstract A green multi‐component approach for the synthesis of a new series bis‐Betti base derivatives via Mannich‐type reaction was developed based on one‐pot pseudo five‐component 5,5′‐methylenebis(thiazol‐2‐amine), aromatic aldehydes and 2‐naphthol in presence p ‐toluenesulfonic acid as organocatalyst under solvent‐free conditions. The attractive features this method are operational simplicity, metal‐free conditions, environmentally friendly, high atom‐economy, shorter time, broad substrate scope, easy workup procedure, purification products by nonchromatographic methods good to yields.

Language: Английский

Citations

5

Antiproliferative Activity of Aminobenzylnaphthols Deriving from the Betti Reaction DOI Creative Commons
Rosanna Mallamaci, Maria Annunziata M. Capozzi, Cosimo Cardellicchio

et al.

Applied Sciences, Journal Year: 2022, Volume and Issue: 12(15), P. 7779 - 7779

Published: Aug. 2, 2022

Two aminobenzylnaphthols, which are representative items of the family compounds synthesized with Betti reaction, were investigated as antiproliferative agents against adenocarcinoma human colorectal (Caco-2) and neuroblastoma (SH-SY5Y) cell lines, using cisplatin a positive control. A better activity was recorded after 24 h incubation for first tested molecule, whereas other one more effective 72 incubation. These results support hypothesis that both aminobenzylnaphthols could potentially be endowed biological activity.

Language: Английский

Citations

8

Novel synthetic methods toward the synthesis of Betti bases: an update DOI

Aqsa Mushtaq,

Ameer Fawad Zahoor, Sajjad Ahmad

et al.

Chemical Papers, Journal Year: 2023, Volume and Issue: 77(9), P. 4751 - 4795

Published: April 18, 2023

Language: Английский

Citations

4