Search results for "Radical-nucleophilic aromatic substitution"

showing 2 items of 2 documents

Radical Cyclization and 1,5-Hydrogen Transfer in Selected Aromatic Diazonium Salts

2014

2-(Methyl(3-methyl-1-phenyl-1H-pyrazol-5-yl)carbamoyl)thiophene-3-diazonium hydrogen sulfate 20, 2-(methyl(3-methyl-isoxazol-5yl)carbamoyl)-benzenediazonium hydrogen sulfate 21 and 2-(methyl(phenyl)carbamoyl)-benzenediazonium hydrogen sulphate 22 were synthesized and reacted with a CuSO4/NaCl/ascorbic acid combination to give complex mixtures. The structures of the reaction products were elucidated, depending upon the pathways followed. Compound 20 almost exclusively afforded an Ar-5 cyclization product and trace amounts of the product derived from a competing Ar-6 Pschorr closure. In the case of compound 21, the Ar-6 cyclization was not observed, while the Ar-5 cyclization and 1,5-hydrogen…

PharmacologyRadical-nucleophilic aromatic substitutionChemistryOrganic ChemistryOrganic chemistryHydrogen transferSettore CHIM/06 - Chimica OrganicaSettore CHIM/08 - Chimica FarmaceuticaRadical cyclizationRadical cyclizations. 15-hydrogen transfer. Diazonium salts. Isoxazole. Thiophene.Settore CHIM/02 - Chimica FisicaAnalytical ChemistryHETEROCYCLES
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Aromatic Nucleophilic Substitution (SNAr) of meso-Nitroporphyrin with Azide and Amines as an Alternative Metal Catalyst Free Synthetic Approach To Ob…

2014

International audience; Aromatic nucleophilic substitution reaction of the nitro group of meso-nitroporphyrins with azide and various amines was achieved and represents an alternative procedure to C-N coupling reactions usually needed to obtain such meso-N-substituted porphyrins in good yields.

Substitution reactionRadical-nucleophilic aromatic substitution010405 organic chemistry[CHIM.ORGA]Chemical Sciences/Organic chemistryOrganic Chemistryfungi010402 general chemistry01 natural sciencesMedicinal chemistryCoupling reaction0104 chemical sciencescarbohydrates (lipids)chemistry.chemical_compoundchemistryNucleophilic aromatic substitution[ CHIM.ORGA ] Chemical Sciences/Organic chemistryNucleophilic substitutionNitropolycyclic compoundsOrganic chemistryAzideMetal catalyst
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