Hofmann-Type Rearrangement of Imides by in Situ Generation of Imide-Hypervalent Iodines(III) from Iodoarenes
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- 作者：Katsuhiko Moriyama ; Kazuma Ishida ; Hideo Togo
- 刊名：Organic Letters
- 出版年：2012
- 出版时间：February 3, 2012
- 年：2012
- 卷：14
- 期：3
- 页码：946-949
- 全文大小：812K
- 年卷期：v.14,no.3(February 3, 2012)
- ISSN：1523-7052
文摘
The Hofmann-type rearrangement of aromatic and aliphatic imides using a hypervalent iodine(III) reagent generated in situ from PhI, m-CPBA, and TsOH路H2O proceeded in the presence of a base in alcohol to provide anthranilic acid derivatives and amino acid derivatives in high yields, respectively. This reaction proceeds through a tandem reaction via alcoholysis followed by a Hofmann rearrangement promoted by the formation of an imide-位3-iodane intermediate.