Abstract
Electrochemical carboxylation of various vinyl bromides under an atmospheric pressure of carbon dioxide with a Pt cathode and an Mg anode gave the corresponding α,ß-unsaturated carboxylic acids in high yields. In the case of alkyl-substituted vinyl bromides, efficient electrochemical carboxylation was achieved by the addition of 20 mol% of NiBr2•bpy. These facile carboxylations were successfully applied to a synthesis of the precursors of nonsteroidal anti-inflammatory agents.
Keywords
- Unsaturated Acid
- Aryl Bromide
- Platinum Cathode
- Unsaturated Carboxylic Acid
- Magnesium Anode
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.
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References
M. Tokuda, T. Kabuki, Y. Katoh, and H. Suginome, Tetrahedron Lett, 1995, 36, 3345.
M. Tokuda, T. Kabuki, and H. Suginome, DENKI KAGAKU, 1994, 62, 1144.
M. Tokuda, A. Yoshikawa, H Suginome, and H. Senboku, SYNTHESIS,1997 in press.
H. Kamekawa, H. Senboku, and M. Tokuda, Electrochimica Acta, 1997, 42, 2117.
a) X. Zhang T. Uemura, K. Katsumura, N. Ayo, H. Kumobayashi, and H. Takaya, SYNLETT, 1994, 501;
T. Manimaran, T-C. Wu, W. D. Klobucar, C. H. Kolich, and G. P. Stahly, Organometallics, 1993,12, 1467.
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© 1998 Springer Japan
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Tokuda, M., Kamekawa, H., Senboku, H. (1998). Synthesis of α,β-Unsaturated Carboxylic Acids by Electrochemical Carboxylation of Vinyl Bromides and Its Application to the Synthesis of Anti-Inflammatory Agents. In: Torii, S. (eds) Novel Trends in Electroorganic Synthesis. Springer, Tokyo. https://doi.org/10.1007/978-4-431-65924-2_72
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DOI: https://doi.org/10.1007/978-4-431-65924-2_72
Publisher Name: Springer, Tokyo
Print ISBN: 978-4-431-65926-6
Online ISBN: 978-4-431-65924-2
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