Experimental and theoretical study of the photochemical properties and acidchromism of nonconventional 2,4,6-triarylpyridine-based materials DOI
J. V. S. MEDEIROS, Ana P.T. Padilha, Kayky A. da Silva

et al.

Dyes and Pigments, Journal Year: 2024, Volume and Issue: 230, P. 112361 - 112361

Published: Nov. 1, 2024

Language: Английский

Visible-light-mediated β-acylative divergent alkene difunctionalization with Katritzky salt/CO2 DOI
Shantanu Nandi, Pritha Das,

Subhodeep Das

et al.

Green Chemistry, Journal Year: 2023, Volume and Issue: 25(9), P. 3633 - 3643

Published: Jan. 1, 2023

Photoredox-catalyzed, divergent acylative-benzylation and acylative-carboxylation of alkenes are achieved via the radical–radical/radical–polar crossover pathway respectively with benzyl radicals CO 2 following decarboxylation from ketocarboxylic acids.

Language: Английский

Citations

15
Copper catalysed oxidative cascade deamination/cyclization of vinyl azide and benzylamine for the synthesis of 2,4,6-triarylpyridines DOI
Rana Chatterjee, Swadhapriya Bhukta, A. Kishore Kumar

et al.

Organic & Biomolecular Chemistry, Journal Year: 2023, Volume and Issue: 21(26), P. 5419 - 5423

Published: Jan. 1, 2023

An efficient method has been developed to access diverse 2,4,6-triarylpyridines via oxidative cascade cyclization of vinyl azide and benzylamine promoted by a copper( ii ) iodine system.

Language: Английский

Citations

13
Visible-light-induced reactions of methylenecyclopropanes (MCPs) DOI Creative Commons

Hao-Zhao Wei,

Min Shi, Yin Wei

et al.

Chemical Communications, Journal Year: 2023, Volume and Issue: 59(19), P. 2726 - 2738

Published: Jan. 1, 2023

We describe recent achievements in the visible-light-induced chemical transformations of methylenecyclopropanes (MCPs), including ring-opening reactions, cyclopropane-producing and reactions via a non-classical radical clock.

Language: Английский

Citations

8
Organophotoredox-Catalyzed Synthesis of Unnatural α/β Amino Acids and Peptides via Deaminative Three-Component Coupling DOI

Subhodeep Das,

Sk Abdur Rahaman,

Kangkan Pradhan

et al.

Organic Letters, Journal Year: 2024, Volume and Issue: 26(33), P. 6955 - 6960

Published: Aug. 13, 2024

Herein, we disclose an expedient visible-light-mediated, organophotoredox-catalyzed multicomponent synthesis of unnatural amino acids using a Katritzky salt, glyoxal derivatives, and substituted anilines. Mechanistically, alkyl radical is generated from the salt via deaminative process that undergoes addition to

Language: Английский

Citations

2
Recent Advances in Synthesis of Multiply Arylated/Alkylated Pyridines DOI
Annisa Indah Reza, Kento Iwai, Nagatoshi Nishiwaki

et al.

The Chemical Record, Journal Year: 2022, Volume and Issue: 22(9)

Published: June 14, 2022

Abstract Multiply aryl/alkyl‐substituted pyridines are some of the untapped synthetic targets because challenge in regioselectively introducing less polar aryl/alkyl groups at desired positions pyridine framework. Interestingly, importance this family compounds has increased annually, particularly biological and materials engineering applications. The syntheses such have been extensively reported, but there is a lack comprehensive review articles. Hence, discusses recent advances by grouping reaction patterns that generally deliver tri‐, tetra‐, penta‐aryl/alkyl pyridines.

Language: Английский

Citations

11
A new mixed-linker Fe-MOF as a multifunctional bio-photocatalyst for tandem photo-oxidation condensation reaction DOI
Majid Rouzifar, Sara Sobhani, Alireza Farrokhi

et al.

Journal of Photochemistry and Photobiology A Chemistry, Journal Year: 2023, Volume and Issue: 447, P. 115263 - 115263

Published: Oct. 13, 2023

Language: Английский

Citations

6
TMSOTf-mediated Kröhnke pyridine synthesis using HMDS as the nitrogen source under microwave irradiation DOI Creative Commons
Chieh‐Kai Chan,

Yi-Hsiu Chung,

Cheng‐Chung Wang

et al.

RSC Advances, Journal Year: 2022, Volume and Issue: 12(13), P. 8263 - 8273

Published: Jan. 1, 2022

An efficient protocol for the preparation of pyridine skeletons has been successfully developed involving TMSOTf/HMDS (trifluoromethanesulfonic acid/hexamethyldisilane) system intermolecular cyclization chalcones under MW (microwave) irradiation conditions. This method provides a facile approach to synthesize 2,4,6-triaryl or 3-benzyl-2,4,6-triarylpyridines in good excellent yields. Interestingly, 2,6-diazabicyclo[2.2.2]oct-2-ene core was obtained by changing acid additive Sn(OTf)2, and desired product also confirmed using X-ray single-crystal diffraction analysis.

Language: Английский

Citations

9
Synthesis of 2‐Trifluoromethyl Pyridines through Multicomponent Kröhnke Reaction DOI

Biqiong Hong,

Yun Teng,

Zheng Fang

et al.

European Journal of Organic Chemistry, Journal Year: 2024, Volume and Issue: 27(24)

Published: April 23, 2024

Abstract A multicomponent Kröhnke reaction route toward 2‐trifluoromethyl pyridines from of chalcones with easily available and stable 1‐(3,3,3‐trifluoro‐2‐oxopropyl)pyridin‐1‐ium bromide ammonium acetate is reported. The found to be general a range substituted chalcones, the applicability methodology in gram scale demonstrated. Preliminary results suggest that this transformation initiated by 1,4‐Michael addition, followed inter‐ intramolecular nucleophilic elimination.

Language: Английский

Citations

1
Regioselective access to di- and trisubstituted pyridines via a metal-oxidant-solvent-free domino reaction involving 3-chloropropiophenones DOI
Ashvani K. Patel,

Shikha Singh Rathor,

Sampak Samanta

et al.

Organic & Biomolecular Chemistry, Journal Year: 2022, Volume and Issue: 20(34), P. 6759 - 6765

Published: Jan. 1, 2022

A remarkable metal-oxidant-solvent- and base-free domino route for regioselective access to a wide range of 2,4-di- 2,3,4/6-trisubstituted pyridines including carbo- heterocyclic fused is reported. This [3C + 2C 1N] cyclization reaction occurs between 3-chloropropiophenones (3C units), enolizable acyclic/cyclic ketones (2C sources) NH4OAc as robust N source under neat conditions an open atmosphere, producing new C=C C=N-C bonds in highly chemo- manners. Interestingly, this eco-friendly method has many positive features: excellent functional group tolerance, broad substrate scope, good regioselectivities, promising yields, no-unwanted products, neutral appropriateness large-scale synthesis. Mechanism studies reveal that the situ generated β-amino ketone from 3-chloropropiophenone ammonium salt undergoes C=N bond formation with followed by intramolecular process (C=C bond), which are decisive steps pyridine

Language: Английский

Citations

7
Acid-controlled multicomponent selective synthesis of 2,4,6-triaryl pyridines and pyrimidines by using hexamethyldisilazane as a nitrogen source under microwave irradiation DOI Creative Commons
Chieh‐Kai Chan,

Yi-Hsiu Chung,

Cheng‐Chung Wang

et al.

RSC Advances, Journal Year: 2022, Volume and Issue: 12(42), P. 27281 - 27291

Published: Jan. 1, 2022

Synthesis of pyrimidines and pyridines from commercially available ketones aldehydes by using hexamethyldisilazane as a nitrogen source controlled acids under microwave irradiation.

Language: Английский

Citations

6