Search results for "combinatorial"
showing 10 items of 1208 documents
Electrochemical synthesis of benzoxazoles from anilides - a new approach to employ amidyl radical intermediates.
2017
A novel electrochemical method for the synthesis of benzoxazoles from readily available anilides is reported. Various functionalities are tolerated and good yields can be achieved. By employing common electrode materials and a simple constant current protocol, this method is an attractive new alternative to conventional pathways.
Simple electrochemical reduction of nitrones to amines.
2018
Only electricity is needed for the transformation of nitrones to amines. Such a direct double reduction has not been reported by any sole chemical reagent in a single step process.
Electrochemical Formation of 3,5-Diimido-1,2-dithiolanes by Dehydrogenative Coupling
2018
A synthetic approach to the cyclic disulfide moiety of 3,5-diimido-1,2-dithiolane derivatives starting with readily available precursors including the electrochemical coupling of dithioanilides is developed. The electrochemical key step provides sustainable synthetic access in high yields, using a very simple electrolysis setup.
Simple and scalable electrochemical synthesis of 2,1-benzisoxazoles and quinoline N-oxides.
2019
Cathodic reduction of the nitro moiety and subsequent intramolecular cyclization affords different substituted 2,1-benzisoxazoles and quinoline N-oxides. This methodology allows the synthesis of two different types of heterocycles from common simple starting materials, using electrons as a sole reagent for this transformation. The electrolysis can be conducted in a very simple undivided electrolysis cell under constant current conditions. This permits working on a larger scale compared to other electrochemical methodologies and represents a significant advantage.
Electrochemical Screening for Electroorganic Synthesis
2015
Electrochemical screening is usually strongly focused on electroanalytical data, while the parameters of organic synthesis are mostly not used as selection criteria. Typical parameters would be indication of the formation of the product and the efficiency of the electroorganic conversion. The latter data indicate the stability of the product under electrolysis conditions and represent the key for the accumulation of the desired product. We survey the current methods for electroorganic screening. In particular, parallel electrolysis under more defined conditions is discussed in detail since it represents a powerful tool for the development of electroorganic syntheses and processes.
Selective and Scalable Dehydrogenative Electrochemical Synthesis of 3,3′,5,5′-Tetramethyl-2,2′-biphenol
2019
3,3′,5,5′-Tetramethyl-2,2′-biphenol is a compound of high technical significance, as it exhibits superior properties as building block for ligands in the transition-metal catalysis. However, side reactions and overoxidation are challenging issues in the conventional synthesis of this particular biphenol. Here, an electrochemical method is presented as powerful and sustainable alternative to conventional chemical strategies, which gives good yields up to 51%. Despite using inexpensive and well-available bromide-containing supporting electrolytes, the issue of bromination and general byproduct formation is effectively suppressed by adding water to the electrolyte. Additionally, the scalabilit…
Synthesis ofmeta-Terphenyl-2,2′′-diols by Anodic C−C Cross-Coupling Reactions
2016
The anodic C-C cross-coupling reaction is a versatile synthetic approach to symmetric and non-symmetric biphenols and arylated phenols. We herein present a metal-free electrosynthetic method that provides access to symmetric and non-symmetric meta-terphenyl-2,2''-diols in good yields and high selectivity. Symmetric derivatives can be obtained by direct electrolysis in an undivided cell. The synthesis of non-symmetric meta-terphenyl-2,2''-diols required two electrochemical steps. The reactions are easy to conduct and scalable. The method also features a broad substrate scope, and a large variety of functional groups are tolerated. The target molecules may serve as [OCO](3-) pincer ligands.
About the selectivity and reactivity of active nickel electrodes in C–C coupling reactions
2020
Active anodes which are operating in highly stable protic media such as 1,1,1,3,3,3-hexafluoroisopropanol are rare. Nickel forms, within this unique solvent, a non-sacrificial active anode at constant current conditions, which is superior to the reported powerful molybdenum system. The reactivity for dehydrogenative coupling reactions of this novel active anode increases when the electrolyte is not stirred during electrolysis. Besides the aryl-aryl coupling, a dehydrogenative arylation reaction of benzylic nitriles was found while stirring the mixture providing quick access to synthetically useful building blocks.
Solvent Control in Electro-Organic Synthesis
2018
Exploiting the solvent control within electro-organic conversions is a far underestimated parameter in prep-scale electrolysis. The beneficial application in several transformations is outlined and in particular discussed for the dehydrogenative coupling of arenes and heteroarenes. This simple electrolytic strategy in fluorinated solvents allows the modulation of the substrate’s nucleophilicity and the stabilization of the intermediates as well as of the final product from over-oxidation.1 Introduction2 Solvent Effects in Kolbe Electrolysis and Anodic Fluorination3 Unique Solvent Effects of 1,1,1,3,3,3-Hexafluoropropan-2-ol (HFIP)4 Anodic Dehydrogenative Coupling Reactions with Use of HFIP …
ChemInform Abstract: Synthesis of meta-Terphenyl-2,2′′-diols by Anodic C-C Cross-Coupling Reactions.
2016
The anodic C−C cross-coupling reaction is a versatile synthetic approach to symmetric and non-symmetric biphenols and arylated phenols. We herein present a metal-free electrosynthetic method that provides access to symmetric and non-symmetric meta-terphenyl-2,2′′-diols in good yields and high selectivity. Symmetric derivatives can be obtained by direct electrolysis in an undivided cell. The synthesis of non-symmetric meta-terphenyl-2,2′′-diols required two electrochemical steps. The reactions are easy to conduct and scalable. The method also features a broad substrate scope, and a large variety of functional groups are tolerated. The target molecules may serve as [OCO]3− pincer ligands.