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Title: Studies in amine oxide rearrangement: Meisenheimer rearrangement of m-substituted tertiary amine oxides
Authors: Majumdar, K C
Roy, B
Basu, P K
Biswas, P
Keywords: Meisenheimer rearrangement;m-substituted allylalkylaryl amines;m-CPBA;allene intermediate;amine oxide rearrangement
Issue Date: Mar-2006
Publisher: CSIR
IPC Code: Int.Cl.7 C 07 D
Abstract: A number of N-substituted but-2-ynyl, allyl and 4-aryloxy-2-butynyl-N-methyl anilines 2a-c, 3a-h and 5d-f have been synthesized in excellent yield. The m-substituted allylalkylaryl amines have been then treated with one equivalent of m-chloroperoxybenzoic acid (m-CPBA) to give products 9a-h in 80-95% yield. The 4-aryloxy-2-butynyl-N-methyl anilines 5d-f on treatment with m-CPBA proceed through the allene intermediate 7.
Page(s): 719-725
ISSN: 0975-0983(Online); 0376-4699(Print)
Appears in Collections:IJC-B Vol.45B(03) [March 2006]

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