Iodoarene-catalyzed oxidative transformations using molecular oxygen
K Miyamoto1, J Yamashita, S Narita
1Graduate School of Pharmaceutical Sciences, The University of Tokyo, 7-3-1 Hongo, Bunkyo-ku, Tokyo 113-0033, Japan. kmiya@mol.f.u.-tokyo.ac.jp uchiyama@mol.f.u-tokyo.ac.jp.
Abstract:
Molecular oxygen serves as a useful oxidant for the glycol scission of 1,2-diols and the Hofmann rearrangement of primary amides using pentamethyliodobenzene as a catalyst. The use of isobutyraldehyde and Lewis basic nitriles under O2 enabled the iodine(i)/(iii) catalytic cycle, where in situ-generated peracid acts as a terminal oxidant.
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