Journal
SYNLETT
Volume -, Issue 18, Pages 2663-2666Publisher
GEORG THIEME VERLAG KG
DOI: 10.1055/s-0032-1317345
Keywords
[(diacetoxy)iodo]arene; m-chloroperoxybenzoic acid; iodoarene; oxidation; acetic acid; electron-deficient aromatic ring
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Funding
- Ministry of Education, Culture, Sports, Science, and Technology in Japan [20550033]
- Iodine Research Project in Chiba University
- Grants-in-Aid for Scientific Research [24750033, 20550033] Funding Source: KAKEN
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Various [(diacetoxy)iodo]arenes bearing 4-methylphenyl, phenyl, 4-nitrophenyl, 3-nitrophenyl, 4-cyanophenyl, 4-bromophenyl, 4-methoxycarbonyphenyl, 3,5-bis(trifluoromethyl)phenyl, and 4-(N,N,N-trimethylammonium)methylphenyl groups were efficiently prepared by the treatment of iodoarenes with m-chloroperoxybenzoic acid in acetic acid. The great advantage of the present method is the easy preparation and isolation of [(diacetoxy)iodo] arenes bearing electron-withdrawing groups, such as 4-nitro, 4-cyano, 4-methoxycarbonyl, and 3,5-bis(trifluoromethyl) groups, on the aromatic ring.
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