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Citation
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HERO ID
7501930
Reference Type
Journal Article
Title
Electroorganic Chemistry. XX. Anodic Oxidation of Carbamates
Author(s)
Shono, T; Hamaguchi, H; Matsumura, Y
Year
1975
Is Peer Reviewed?
Yes
Journal
Journal of the American Chemical Society
ISSN:
0002-7863
EISSN:
1520-5126
Volume
97
Issue
15
Page Numbers
4264-4268
Language
English
DOI
10.1021/ja00848a020
Abstract
The anodic oxidation of methyl N,N-dialkylcarbamate (4) in methanol yielded three types of products, that is, α-amethoxylated compound (5), enamine-type product (6) and dealkylated carbamate (7). Inter- and intramolecular isotope effects were measured to be 1.5-1.6 and 1.8-1.9, respectively. The reaction mechanism was discussed on the bases of product study, oxidation potential of carbamate, current-potential relationship, and isotope effect, and the electron transfer from the carbamate to anode was suggested as the initiation process. © 1975, American Chemical Society. All rights reserved.
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