Journal of Organic Chemistry p. 14262 - 14268 (2018)
Update date:2022-08-04
Topics:
Watanabe, Ayumi
Miyamoto, Kazunori
Okada, Tomohide
Asawa, Tomotake
Uchiyama, Masanobu
A practical method for the preparation of (diacetoxyiodo)arene ArI(OAc)2 is described. The use of commercially available sodium hypochlorite pentahydrate (NaClO·5H2O) enabled safe, rapid, and inexpensive oxidation of iodoarenes with electron-withdrawing and -donating substituents. The method allows tandem divergent access to synthetically useful organo-λ3-iodanes such as hydroxyl(tosyloxy)iodobenzene, iodosylbenzene, iodonium ylide, etc.
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