Hypervalent Iodine-Mediated Beckmann Rearrangement of Ketoximes
Ryohei Oishi, Kazutoshi Segi, Hiromi Hamamoto, Akira Nakamura, Tomohiro Maegawa *, Yasuyoshi Miki*
*School of Pharmaceutical Sciences, Kindai University, 3-4-1
Kowakae, Higashi-osaka, Osaka, 577-8502, Japan, Email: maegawa
phar.kindai.ac.jp,
y_mikiphar.kindai.ac.jp
R. Oishi, K. Segi, H. Hamamoto, A. Nakamura, T. Maegawa, Y. Miki, Synlett, 2018, 29, 1465-1468.
DOI: 10.1055/s-0037-1609686
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Abstract
Whereas the reaction of ketoximes with hypervalent iodine afforded the corresponding ketone, premixing of hypervalent iodine and a Lewis acid was effective for promoting the Beckmann rearrangement of aromatic and aliphatic ketoximes into their corresponding amides in very good yields.
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T. Maegawa, R. Oishi, A. Maekawa, K. Segi, H. Hamamoto, A. Nakamura, Y. Miki, Synthesis, 2022, 54, 4095-4103.
Key Words
PIDA, Beckmann rearrangement, oxime, amide, Lewis acid
ID: J60-Y2018
