The Experts below are selected from a list of 113613 Experts worldwide ranked by ideXlab platform
Federico Cisnetti - One of the best experts on this subject based on the ideXlab platform.
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Click Variations on the Synthesis of 2-Nitrophenyl-4-aryl-1,2,3-triazoles without Isolation of 2-Nitrophenyl Azides
SYNLETT, 2020Co-Authors: Amélie Roux, Federico CisnettiAbstract:We report a series of efficient procedures to prepare 2-nitrophenyl-4-aryl-1,2,3-triazoles avoiding the isolation of potentially hazardous 2-nitrophenyl Azides. An organocatalyzed azide-enolate variant allows efficient access to the target compounds while it was shown that a metal-catalyzed azide-alkyne procedure involving a preliminary Sonogashira coupling was feasible starting from electron-deficient aryl iodides.
Amélie Roux - One of the best experts on this subject based on the ideXlab platform.
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Click Variations on the Synthesis of 2-Nitrophenyl-4-aryl-1,2,3-triazoles without Isolation of 2-Nitrophenyl Azides
SYNLETT, 2020Co-Authors: Amélie Roux, Federico CisnettiAbstract:We report a series of efficient procedures to prepare 2-nitrophenyl-4-aryl-1,2,3-triazoles avoiding the isolation of potentially hazardous 2-nitrophenyl Azides. An organocatalyzed azide-enolate variant allows efficient access to the target compounds while it was shown that a metal-catalyzed azide-alkyne procedure involving a preliminary Sonogashira coupling was feasible starting from electron-deficient aryl iodides.
Neal W Sach - One of the best experts on this subject based on the ideXlab platform.
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the use of copper flow reactor technology for the continuous synthesis of 1 4 disubstituted 1 2 3 triazoles
Advanced Synthesis & Catalysis, 2009Co-Authors: Andrew R Bogdan, Neal W SachAbstract:A library of 1,4-disubstituted 1,2,3-triazoles was synthesized using a copper flow reactor. Organic Azides, generated in situ from alkyl halides and sodium azide, were reacted with acetylenes using the copper-catalyzed Huisgen 1,3-dipolar cycloaddition. This process eliminates both the handling of organic Azides and the need for additional copper catalyst and permits the facile preparation of numerous triazoles in a continuous flow process.
Jiajia Dong - One of the best experts on this subject based on the ideXlab platform.
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modular click chemistry libraries for functional screens using a diazotizing reagent
Nature, 2019Co-Authors: Genyi Meng, Jiong Zhang, Yucheng Shen, Karl Barry Sharpless, Jiajia DongAbstract:Click chemistry is a concept in which modular synthesis is used to rapidly find new molecules with desirable properties1. Copper(i)-catalysed azide–alkyne cycloaddition (CuAAC) triazole annulation and sulfur(vi) fluoride exchange (SuFEx) catalysis are widely regarded as click reactions2–4, providing rapid access to their products in yields approaching 100% while being largely orthogonal to other reactions. However, in the case of CuAAC reactions, the availability of azide reagents is limited owing to their potential toxicity and the risk of explosion involved in their preparation. Here we report another reaction to add to the click reaction family: the formation of Azides from primary amines, one of the most abundant functional groups5. The reaction uses just one equivalent of a simple diazotizing species, fluorosulfuryl azide6–11 (FSO2N3), and enables the preparation of over 1,200 Azides on 96-well plates in a safe and practical manner. This reliable transformation is a powerful tool for the CuAAC triazole annulation, the most widely used click reaction at present. This method greatly expands the number of accessible Azides and 1,2,3-triazoles and, given the ubiquity of the CuAAC reaction, it should find application in organic synthesis, medicinal chemistry, chemical biology and materials science. A ‘click’ reaction is developed for the simple and rapid formation of Azides from primary amines, and is used to prepare a library of over 1,200 Azides for subsequent use in the existing triazole annulation click reaction.
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modular click chemistry libraries for functional screens using a diazotizing reagent
Nature, 2019Co-Authors: Genyi Meng, Jiong Zhang, Yucheng Shen, Karl Barry Sharpless, Taijie Guo, Jiajia DongAbstract:Click chemistry is a concept in which modular synthesis is used to rapidly find new molecules with desirable properties1. Copper(I)-catalysed azide-alkyne cycloaddition (CuAAC) triazole annulation and sulfur(VI) fluoride exchange (SuFEx) catalysis are widely regarded as click reactions2-4, providing rapid access to their products in yields approaching 100% while being largely orthogonal to other reactions. However, in the case of CuAAC reactions, the availability of azide reagents is limited owing to their potential toxicity and the risk of explosion involved in their preparation. Here we report another reaction to add to the click reaction family: the formation of Azides from primary amines, one of the most abundant functional groups5. The reaction uses just one equivalent of a simple diazotizing species, fluorosulfuryl azide6-11 (FSO2N3), and enables the preparation of over 1,200 Azides on 96-well plates in a safe and practical manner. This reliable transformation is a powerful tool for the CuAAC triazole annulation, the most widely used click reaction at present. This method greatly expands the number of accessible Azides and 1,2,3-triazoles and, given the ubiquity of the CuAAC reaction, it should find application in organic synthesis, medicinal chemistry, chemical biology and materials science.
Wim M De Borggraeve - One of the best experts on this subject based on the ideXlab platform.
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facile azide formation via diazotransfer reaction in a copper tube flow reactor
ChemInform, 2015Co-Authors: Koen Nuyts, Matthias Ceulemans, Tatjana N Paracvogt, Geert Bultynck, Wim M De BorggraeveAbstract:The conversion of primary amines into organic Azides using AZS as the azide source is catalyzed by copper from the copper tube flow reactor.
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facile azide formation via diazotransfer reaction in a copper tube flow reactor
Tetrahedron Letters, 2015Co-Authors: Koen Nuyts, Matthias Ceulemans, Tatjana N Paracvogt, Geert Bultynck, Wim M De BorggraeveAbstract:A copper tube flow reactor is used in the conversion of primary amines into organic Azides using imidazole-1-sulfonyl azide hydrogen sulfate. The catalyst is generated in situ from the metallic copper. The reaction can be quenched in acidic environment or via a cycloaddition of the Azides formed with an alkyne. The possibility to perform this azide-alkyne cycloaddition using the copper released from the reactor is demonstrated with the synthesis of both a 1,2,3-triazole derivative of benzylamine and of a more complex BODIPY–DOTA adduct.
