Efficient Synthesis of Conjugated 1,2,4-Triazole Derivatives under Suzuki Cross-Coupling Reactions in the Presence of Ionic Liquids

2019 ◽  
Author(s):  
Agnieszka Kudelko ◽  
Monika Olesiejuk
Keyword(s):  
Ionic Liquids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Synthesis ◽  
Triazole Derivatives ◽  
Cross Coupling Reactions

scholarly journals Synthesis of 4-Alkyl-4H-1,2,4-triazole Derivatives by Suzuki Cross-coupling Reactions and Their Luminescence Properties

Molecules ◽  
2019 ◽  
Vol 24 (3) ◽  
pp. 652 ◽  
Author(s):  
Monika Olesiejuk ◽  
Agnieszka Kudelko ◽  
Marcin Swiatkowski ◽  
Rafal Kruszynski
Keyword(s):  
Ionic Liquids ◽  
Coupling Reaction ◽  
Cross Coupling ◽  
Boronic Acids ◽  
Luminescence Properties ◽  
Coupling Reactions ◽  
Triazole Derivatives ◽  
Cross Coupling Reactions ◽  
Cross Coupling Reaction ◽  
Derivatives Of

New derivatives of 4-alkyl-3,5-diaryl-4H-1,2,4-triazole were synthesized utilizing the Suzuki cross-coupling reaction. The presented methodology comprises of the preparation of bromine-containing 4-alkyl-4H-1,2,4-triazoles and their coupling with different commercially available boronic acids in the presence of ionic liquids or in conventional solvents. The obtained compounds were tested for their luminescence properties.

Phosphino-Triazole Ligands for Palladium-Catalysed Cross-Coupling

2018 ◽  
Author(s):  
Yiming Zhao ◽  
Huy van Nguyen ◽  
Louise Male ◽  
Philip Craven ◽  
Benjamin R. Buckley ◽  
...  
Keyword(s):  
Drug Discovery ◽  
Cross Coupling ◽  
Product Formation ◽  
Coupling Reactions ◽  
Volume Determination ◽  
Online Tool ◽  
Triazole Derivatives ◽  
Cross Coupling Reactions ◽  
Modelling Approaches

<div>Twelve 1,5-disubtituted and fourteen 5-substituted 1,2,3-triazole derivatives bearing diaryl or dialkyl phosphines at the 5-position were synthesised and used as ligands for palladium-catalysed Suzuki-Miyaura cross-coupling reactions. Bulky substrates were tested, and lead-like product formation was demonstrated. The online tool SambVca 2.0 was used to assess steric parameters of ligands and preliminary buried volume determination using XRD obtained data in a small number of cases proved to be informative. Two modelling approaches were compared for the determination of</div><div>the buried volume of ligands where XRD data was not available. An approach with imposed steric restrictions was found to be superior in leading to buried volume determinations that closely correlate with observed reaction conversions. The online tool LLAMA was used to determine lead-likeness of potential Suzuki-Miyaura cross-coupling products, from which ten of the most lead-like were successfully synthesised. Thus, confirming these readily accessible triazole-containing phosphines as highly suitable ligands for reaction screening and optimisation in drug discovery campaigns.</div>

Nitrile-functionalized pyrrolidinium ionic liquids as solvents for cross-coupling reactions involving in situ generated nanoparticlecatalyst reservoirs

2010 ◽  
Vol 12 (8) ◽  
pp. 1834-1841 ◽  
Author(s):  
Yugang Cui ◽  
Ilaria Biondi ◽  
Manish Chaubey ◽  
Xue Yang ◽  
Zhaofu Fei ◽  
...  
Keyword(s):  
Ionic Liquids ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions

A simple and efficient synthesis of 5′-(2H3)olivetol

1987 ◽  
Vol 65 (1) ◽  
pp. 189-190 ◽  
Author(s):  
Michel Girard ◽  
David B. Moir ◽  
John W. ApSimon
Keyword(s):  
Title Compound ◽  
Cross Coupling ◽  
Side Chain ◽  
Coupling Reactions ◽  
Efficient Synthesis ◽  
Cross Coupling Reactions

The title compound 1 was prepared in 13% overall yield starting from the commercially available and inexpensive 3,5-dimethoxybenzoic acid (4). The n-pentyl side chain was elaborated from cross-coupling reactions between halides.

scholarly journals Carbon-Carbon Cross Coupling Reactions in Ionic Liquids Catalysed by Palladium Metal Nanoparticles

Molecules ◽  
2010 ◽  
Vol 15 (5) ◽  
pp. 3441-3461 ◽  
Author(s):  
Martin H. G. Prechtl ◽  
Jackson D. Scholten ◽  
Jairton Dupont
Keyword(s):  
Ionic Liquids ◽  
Metal Nanoparticles ◽  
Cross Coupling ◽  
Coupling Reactions ◽  
Cross Coupling Reactions ◽  
Palladium Metal

ChemInform Abstract: Consecutive SNHand Suzuki-Miyaura Cross-Coupling Reactions - An Efficient Synthesis Strategy to Pyrimidines Bearing Pyrrole and Indole Fragments.

ChemInform ◽  
2013 ◽  
Vol 44 (18) ◽  
pp. no-no
Author(s):  
Egor V. Verbitskiy ◽  
Gennady L. Rusinov ◽  
Valery N. Charushin ◽  
Oleg N. Chupakhin ◽  
Ekaterina M. Cheprakova ◽  
...  
Keyword(s):  
Cross Coupling ◽  
Coupling Reactions ◽  
Efficient Synthesis ◽  
Cross Coupling Reactions ◽  
Synthesis Strategy
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