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date: 2026-08-27T13:03:15
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label: RDF description of Synthesis of nitrophenyl and fluorophenyl azides and diazides by SNAr under phase-transfer or microwave irradiation: Fast and mild methodologies to prepare photoaffinity labeling, crosslinking, and click chemistry reagents - http://orbis.uaslp.mx/vivo/individual/scopus6404

Article
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Consejo Nacional de Ciencia y Tecnología, CONACYT: 155678
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Journal of Physical Organic Chemistry
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scopus6404
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e iscopus: 2-s2.0-85096657058
doi: 10.1002/poc.4171
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related by: authorship_41647
origen: scopus
estado: published
type: Continuant
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crisid: 6405
related by: authorship_41648
label: Synthesis of nitrophenyl and fluorophenyl azides and diazides by SNAr under phase-transfer or microwave irradiation: Fast and mild methodologies to prepare photoaffinity labeling, crosslinking, and click chemistry reagents
freetext keyword: aryl azide; crosslinker; microwave; phase-transfer catalyst; photoaffinity labeling; SNAr Benzene; Catalysts; Crosslinking; Irradiation; Microwave irradiation; Reagents; Sodium Azide; Synthesis (chemical); Click chemistry; Electron-withdrawing substituents; Halogenated benzenes; Mild temperatures; Phase transfer; Phase transfer catalysts; Photoaffinity labeling; Tetraethylammonium tetrafluoroborate; Sulfur compounds
has publication venue: Journal of Physical Organic Chemistry
abstract: Two fast and mild methodologies to prepare nitrophenyl and fluorophenyl azides are presented. These aryl azides are extensively used as crosslinking, photoaffinity labeling, and click chemistry reagents. Substituted aryl azides are prepared by performing a SNAr substitution on halogenated benzenes with a phase-transfer catalyst (PTC) such as tetraethylammonium tetrafluoroborate (TEATFB), the reaction proceeds in several hours under rather mild temperatures (25°C to 70°C). Furthermore, aryl azides are also prepared within minutes under microwave irradiation at slightly higher temperatures (50°C to 70°C). These procedures could be applied in the preparation of other aryl azides. In the case of substituted pentafluoro benzene (pF), the type of products obtained in each reaction depends on the amount of sodium azide and the strength and position of electron-withdrawing substituents (COH, COR, COOR, CN, NO2, or F). A discussion on the mechanisms and the products obtained in these SNAr reactions is presented. © 2020 John Wiley %26 Sons Ltd
type: Generically Dependent Continuant
type: Article
related by: authorship_41650
type: Document
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related by: authorship_41649
related by: authorship_41651
date time value: article date 6405
abstract: Two fast and mild methodologies to prepare nitrophenyl and fluorophenyl azides are presented. These aryl azides are extensively used as crosslinking, photoaffinity labeling, and click chemistry reagents. Substituted aryl azides are prepared by performing a SNAr substitution on halogenated benzenes with a phase-transfer catalyst (PTC) such as tetraethylammonium tetrafluoroborate (TEATFB), the reaction proceeds in several hours under rather mild temperatures (25°C to 70°C). Furthermore, aryl azides are also prepared within minutes under microwave irradiation at slightly higher temperatures (50°C to 70°C). These procedures could be applied in the preparation of other aryl azides. In the case of substituted pentafluoro benzene (pF), the type of products obtained in each reaction depends on the amount of sodium azide and the strength and position of electron-withdrawing substituents (COH, COR, COOR, CN, NO2, or F). A discussion on the mechanisms and the products obtained in these SNAr reactions is presented. © 2020 John Wiley & Sons Ltd
most specific type: Document
has funding vehicle: Consejo Nacional de Ciencia y Tecnología, CONACYT: 155678