The Experts below are selected from a list of 66 Experts worldwide ranked by ideXlab platform
Malose J Mphahlele - One of the best experts on this subject based on the ideXlab platform.
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unprecedented outcome of base promoted Neber Rearrangement of o mesyloxime of 2 aryl 1 2 3 4 tetrahydro 1 methylsul fonyl 4 quinolone synthesis of 4 amino 2 arylquinolines
Phosphorus Sulfur and Silicon and The Related Elements, 2000Co-Authors: Malose J Mphahlele, Omankutty Gheevarghese, Nkosinathi F H MakhubelaAbstract:Abstract O-Mesyloximes derived from 2-aryl-1,2,3,4-tetrahydro-1-methylsulfonyl-4-quinolones react with sodium ethoxide in ethanol to afford the 4-amino-2-arylquinolines in high yield. No traces of the 3-amino-2-aryl-4-quinolones expected from the Neber Rearrangement of the substrates were detected or isolated from the reaction mixture. The structures of the products were determined using a combination of 1H NMR, 13C NMR, IR and mass spectroscopic techniques.
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SYNTHESIS OF NITROGEN-CONTAINING 3-PHOSPHONOALKYLCYCLOHEXENONES
Phosphorus Sulfur and Silicon and The Related Elements, 1999Co-Authors: Malose J MphahleleAbstract:With a view of preparing compounds with potential biological activity and to study structure-activity relationship, the ring and side chain substituted 3-phosphonomethylcyclohexenones were transformed to aminophosphonic acid derivatives using Schmidt, Beckmann and Neber Rearrangement reactions.
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Neber Rearrangement of o mesyloxime deriv atives of the ring and side chain substituted 3 phosphonomethylcyclohexenones
Phosphorus Sulfur and Silicon and The Related Elements, 1997Co-Authors: Malose J Mphahlele, Tomasz A ModroAbstract:Abstract The O-mesyloxime derivatives of the ring and side chain substituted 3-phosphonomethylcyclohexenones undergo basic aluminum oxide–promoted Neber Rearrangement to afford the corresponding vinyl aminocyclohexenonealkylphosphonates, regioselectively. No products resulting from the expected Beckmann Rearrangement were detected.
Nkosinathi F H Makhubela - One of the best experts on this subject based on the ideXlab platform.
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unprecedented outcome of base promoted Neber Rearrangement of o mesyloxime of 2 aryl 1 2 3 4 tetrahydro 1 methylsul fonyl 4 quinolone synthesis of 4 amino 2 arylquinolines
Phosphorus Sulfur and Silicon and The Related Elements, 2000Co-Authors: Malose J Mphahlele, Omankutty Gheevarghese, Nkosinathi F H MakhubelaAbstract:Abstract O-Mesyloximes derived from 2-aryl-1,2,3,4-tetrahydro-1-methylsulfonyl-4-quinolones react with sodium ethoxide in ethanol to afford the 4-amino-2-arylquinolines in high yield. No traces of the 3-amino-2-aryl-4-quinolones expected from the Neber Rearrangement of the substrates were detected or isolated from the reaction mixture. The structures of the products were determined using a combination of 1H NMR, 13C NMR, IR and mass spectroscopic techniques.
William F Berkowitz - One of the best experts on this subject based on the ideXlab platform.
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the Neber Rearrangement
Organic Reactions, 2012Co-Authors: William F BerkowitzAbstract:An early investigation of the Beckmann Rearrangement led Neber to discover that treatment of O-sulfonyl ketoximes with base led to the formation of 2H-azirines. Neber's subsequent papers described in detail the full panoply of reactions, intermediates, and byproducts associated with the reaction, including α-amino ketones formed by acidic hydrolysis of the azirines. This chapter is devoted to the base-promoted Rearrangement of oxime O-derivatives, commonly O-sulfonates, representing the original “Neber” Rearrangement, and the corresponding reaction of N, N, N-trimethylhydrazonium iodides, the “modified Neber” Rearrangement, discovered by Smith. Keywords: Beckmann Rearrangement; Ketoximes; 2H-Azirines; α-amino ketones; Neber Rearrangement
Mario Rubiralta - One of the best experts on this subject based on the ideXlab platform.
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Synthetic applications of 2-aryl-4-piperidones. XI a new synthesis of the E-azaeburnamine skeleton
Tetrahedron, 1996Co-Authors: I. Lopez, Anna Diez, Mario RubiraltaAbstract:Abstract 17-Azaeburnamine type compound 2 is synthesized by closure of ring E on 1-aminoindolo[2,3- a ]quinolizidine 8 . Compound 8 is obtained by a Neber Rearrangement on the corresponding indolo[2,3- a ]quinolizidin-2-one, or by K t BuO cyclisation of 3-amino-2-(2-indoly)piperidin-4-one 16 . In both cases the starting substrate is 4-piperidone 3 . The synthesis of the new [ABED] ring system 6 is also described.
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Synthetic applications of 2-aryl-4-piperidones. X Synthesis of 3-aminopiperidines, potential substance P antagonists
Tetrahedron, 1995Co-Authors: Anna Diez, I. Lopez, Mario Rubiralta, Aline Voldoire, Victor Segarra, Lluís Pagès, José M. PalaciosAbstract:Abstract A general method is described for the synthesis of 3-aminopiperidines from 4-piperidones based on a KOEt treatment of the tosylate of the corresponding oximes (Neber Rearrangement). The procedure is applied to the synthesis of N -benzyl-3-amino-4,4-diethoxypiperidine ( 13 ), ( R )- N -(2-hydroxy-1-phenyl)ethyl analogues 18 , and 2-phenyl derivatives 27–28 . The methoxybenzylation of the primary amino group of these aminopiperidines leads to a series of potential substance P antagonists.
I. Lopez - One of the best experts on this subject based on the ideXlab platform.
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Synthetic applications of 2-aryl-4-piperidones. XI a new synthesis of the E-azaeburnamine skeleton
Tetrahedron, 1996Co-Authors: I. Lopez, Anna Diez, Mario RubiraltaAbstract:Abstract 17-Azaeburnamine type compound 2 is synthesized by closure of ring E on 1-aminoindolo[2,3- a ]quinolizidine 8 . Compound 8 is obtained by a Neber Rearrangement on the corresponding indolo[2,3- a ]quinolizidin-2-one, or by K t BuO cyclisation of 3-amino-2-(2-indoly)piperidin-4-one 16 . In both cases the starting substrate is 4-piperidone 3 . The synthesis of the new [ABED] ring system 6 is also described.
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Synthetic applications of 2-aryl-4-piperidones. X Synthesis of 3-aminopiperidines, potential substance P antagonists
Tetrahedron, 1995Co-Authors: Anna Diez, I. Lopez, Mario Rubiralta, Aline Voldoire, Victor Segarra, Lluís Pagès, José M. PalaciosAbstract:Abstract A general method is described for the synthesis of 3-aminopiperidines from 4-piperidones based on a KOEt treatment of the tosylate of the corresponding oximes (Neber Rearrangement). The procedure is applied to the synthesis of N -benzyl-3-amino-4,4-diethoxypiperidine ( 13 ), ( R )- N -(2-hydroxy-1-phenyl)ethyl analogues 18 , and 2-phenyl derivatives 27–28 . The methoxybenzylation of the primary amino group of these aminopiperidines leads to a series of potential substance P antagonists.