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Title: Acetic anhydride induced rearrangement and Grignard addition on C-phenyl-N-(1-methyl-2-aryl)ethyl nitrones
Authors: Amutha, Chinnadurai
Saravanan, Sivaperuman
Muthusubramanian, Shanmugam
Keywords: Grignard reagent;Hydroxylamines;C-phenyl-N-(1-methyl-2-aryl)ethyl nitrones;N-(1-methyl-2-arylethyl)arylcarboxamide;Solventless reactions;Microwave irradiation;Buserite
Issue Date: May-2013
Publisher: NISCAIR-CSIR, India
Abstract: This article describes the acetic anhydride induced rearrangement of nitrone to amide and the addition of Grignard reagent to the nitrones yielding substituted hydroxylamines. It has been found that the conversion of C-phenyl-N-(1-methyl-2-aryl)ethyl nitrones 1 to N-(1-methyl-2-arylethyl)arylcarboxamides 2 is clean, selective and quantitative under solventless condition with microwave irradiation. The Grignard addition on nitrones 1 with phenylmagnesium bromide has been found to be very effective giving hydroxylamine derivatives quantitatively. All the synthesised compounds have been fully characterized by NMR and single crystal X ray analysis.
Page(s): 646-653
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.52B(05) [May 2013]

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