Combining Oxidative N‐Heterocyclic Carbene Catalysis with Click Chemistry: A Facile One‐Pot Approach to 1,2,3‐Triazole Derivatives

Ramanjaneyulu, Bandaru T.; Reddy, Virsinha; Arde, Panjab; Mahesh, Sriram; Anand, Ramasamy Vijaya

doi:10.1002/asia.201300138

Cited by 16 publications

(5 citation statements)

References 106 publications

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“…1 H NMR (400 MHz, CDCl3) δ : 8.07 (d, J = 7.9 Hz, 2H), 7.56 (t, J = 7.2 Hz, 1H), 7.44 (t, J = 7.6 Hz, 2H), 6.08 -6.00 (m, 1H), 5.42 (d, J = 17.2 Hz, 1H), 5.29 (d, J = 10.4 Hz, 1H), 4.83 (d, J = 5.6 Hz, 2H). 7 Prop-2-yn-1-yl benzoate (5g): 9 prepared according to the general procedure. The desired pure product was obtained after column chromatography (Rf = 0.464, Hexanes : EtOAc, 4.5:0.5) in 63% yield (101 mg, 0.630 mmol) as a colorless oil.…”

Section: General Informationmentioning

confidence: 99%

Metal-Free Direct Oxidation of Aldehydes to Esters Using TCCA

2015

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Section: General Informationmentioning

confidence: 99%

Metal-Free Direct Oxidation of Aldehydes to Esters Using TCCA

2015

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“…The following supporting information can be downloaded at: https://www.mdpi.com/article/10.3390/molecules29030570/s1, General information; General procedure for the synthesis of methyl benzoate 5a under solar simulator irradiation; General procedure for the synthesis of methyl benzoate 5a under sunlight irradiation; General procedure to esters under blue LED irradiation; Compound characterizations; Detection and characterization of benzoyl chloride 3; References [25,[55][56][57][58][59][60][61][62][63][64][65][66][67][68][69][70][71][72][73]; NMR spectra of esters; NMR spectra of benzoyl chloride (3); UV-Vis spectra.…”

Section: Supplementary Materialsmentioning

confidence: 99%

Visible Light-Promoted Oxidative Cross-Coupling of Alcohols to Esters

Dellisanti,

Chessa,

Porcheddu

et al. 2024

Molecules

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Ester is one of the most significant functional groups in organic chemistry and is enclosed in several valued molecules. Usually, esters are prepared through the acid-catalyzed esterification reaction of carboxylic acids with alcohols, transesterification of esters with alcohols, or via activation of carboxylic acids followed by the addition of alcohols. However, these procedures typically imply the excess use of reactants and harsh reaction conditions. Visible light-mediated photoreactions have been disclosed to display a safe, sustainable, and accessible alternative to traditional methods, and to lead new reactivity modes in organic procedures. In this context, we propose a transition metal-based and organic-based photocatalyst-free synthesis of esters from alcohols induced by visible light. The methodology can be carried out using sunlight or artificial visible light as a solar simulator or a blue LED source.

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“…The authors have cited additional references within the Supporting Information. [25][26][27][28][29][30][31][32][33]…”

Section: Supporting Informationmentioning

confidence: 99%

[3+2]‐Cycloaddition Reactions of gem‐Difluorocyclopropenes with Azomethine Ylides – Access to Novel Fluorinated Scaffolds

Donnelly

Singh

Tuttle

et al. 2023

Chemistry A European J

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The introduction of fluorinated moieties into drugs as well as the increase of their overall three‐dimensionality have become key strategies amongst medicinal chemists to generate sets of compounds with favorable drug‐like properties. However, the introduction of fluorinated cyclopropane ring systems which combines both strategies is not widely exploited to date. This paper reports synthetic strategies exploiting the reactivity of gem‐difluorocyclopropenes in dipolar cycloaddition reactions with azomethine ylides to afford sets of new fluorine‐containing 3‐azabicyclo[3.1.0]hexanes. In addition, the unexpected formation of complex trifluorinated scaffolds arising from proline esters and gem‐difluorocyclopropenes is highlighted along with computational studies to elucidate the underlying mechanism. This study presents new avenues towards pharmaceutically relevant fluorinated 3‐azabicyclo[3.1.0]hexanes that are accessible via robust and short synthetic sequences.

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Combining Oxidative N‐Heterocyclic Carbene Catalysis with Click Chemistry: A Facile One‐Pot Approach to 1,2,3‐Triazole Derivatives

Cited by 16 publications

References 106 publications

Metal-Free Direct Oxidation of Aldehydes to Esters Using TCCA

Metal-Free Direct Oxidation of Aldehydes to Esters Using TCCA

Visible Light-Promoted Oxidative Cross-Coupling of Alcohols to Esters

[3+2]‐Cycloaddition Reactions of gem‐Difluorocyclopropenes with Azomethine Ylides – Access to Novel Fluorinated Scaffolds

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