1982
DOI: 10.1016/0040-4020(82)80131-2
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Fremy's salt oxidation of benzylamines. An oxidative deamination reaction

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Cited by 13 publications
(5 citation statements)
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“…Using Procedure B, 3-chlorobenzylamine (1.01 g, 7.1 mmol) was condensed with 3-chlorobenzaldehyde (1.00 g, 7.1 mmol) to furnish 3-chlorobenzylidene-3-chlorobenzylamine 31 (1.78 g, 95%) as a yellow oil [δ H (CDCl 3 ) 4.79 (2H, s), 7.16-7.57 (6H, m), 7.64 (1H, d, J 9), 7.87 (1H, s), 8.33 (1H, s)], which was reduced to afford bis(3-chlorobenzyl)amine 33 (1.60 g, 90%) as a yellow oil [δ H (CDCl 3 ) 3.76 (4H, s), 7.17 a Equimolar quantities of the pseudorotaxanes' constituents were dissolved in a small amount of the solvent (in which all species are totally soluble), then the precipitant was layered on top of the resulting solution carefully. X-ray quality crystals were obtained after several days, when the precipitant had diffused into the solution completely.…”
Section: Bis(3-chlorobenzyl)ammonium Hexafluorophosphate 7ؒpfmentioning
confidence: 99%
“…Using Procedure B, 3-chlorobenzylamine (1.01 g, 7.1 mmol) was condensed with 3-chlorobenzaldehyde (1.00 g, 7.1 mmol) to furnish 3-chlorobenzylidene-3-chlorobenzylamine 31 (1.78 g, 95%) as a yellow oil [δ H (CDCl 3 ) 4.79 (2H, s), 7.16-7.57 (6H, m), 7.64 (1H, d, J 9), 7.87 (1H, s), 8.33 (1H, s)], which was reduced to afford bis(3-chlorobenzyl)amine 33 (1.60 g, 90%) as a yellow oil [δ H (CDCl 3 ) 3.76 (4H, s), 7.17 a Equimolar quantities of the pseudorotaxanes' constituents were dissolved in a small amount of the solvent (in which all species are totally soluble), then the precipitant was layered on top of the resulting solution carefully. X-ray quality crystals were obtained after several days, when the precipitant had diffused into the solution completely.…”
Section: Bis(3-chlorobenzyl)ammonium Hexafluorophosphate 7ؒpfmentioning
confidence: 99%
“…Non‐metals systems such as NaOCl and Freamy's salt [K 2 NO(SO 3 ) 2 ] were developed for the ODH of amines. NaOCl in ethanol oxidizes benzylic and aliphatic amines to corresponding nitriles at room temperature .…”
Section: Mesoporous Carbon and Other Miscellaneous Oxidant/catalystmentioning
confidence: 99%
“…15 min. ), wide substrate scope and good yields of nitriles (52–97%) . Nitriles were also obtained by direct electrochemical oxidation or indirect electrochemical oxidation with the amines mediators …”
Section: Mesoporous Carbon and Other Miscellaneous Oxidant/catalystmentioning
confidence: 99%
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“…Terms & Conditions of access and use can be found at http://www.tandfonline.com/page/terms-and-conditions INTRODUCTION Recently, we have developed a method to convert primary benzyl amines into the corresponding benzyl ester derivatives. [1] The transformations of primary benzylamines into variety of derivatives include oximes using methyltrioxorhenium (MTO)-catalyzed oxidation, [2] imines using Fremy's salts, [3] nitriles using tetrabutylammonium peroxydisulfate catalyzed by nickel, [4] and halides by pyrolysis of the respective pyrylium, quinolium, or pyridinium salts. [5 -10] In continuation of our ongoing work, we report for the first time an efficient oxidation of primary benzylamines to benzoic acids using DMSO/ NaNO 2 /49% HBr at 1008C (Scheme 1).…”
Section: Please Scroll Down For Articlementioning
confidence: 99%