期刊
TETRAHEDRON
卷 65, 期 52, 页码 10797-10815出版社
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2009.10.040
关键词
Hypervalent iodine; Single-electron-transfer; Heteroaromatic compound; Oxidation
资金
- Ministry of Education, Culture, Sports, Science and Technology, Japan
- New Energy and Industrial Technology Development Organization (NEDO) of Japan
- J.S.P.S.
- Grants-in-Aid for Scientific Research [21249002] Funding Source: KAKEN
In 1994, we first determined the single-electron-transfer (SET) oxidation ability of phenyliodine(III) bis(trifluoroacetate) (PIFA) toward phenyl ethers, affording the corresponding aromatic cation radicals. Since then, hypervalent iodine(III) has been utilized as a selective and efficient SET oxidizing agent that enables a variety of direct C-H functionalizations of aromatic rings in electron-rich arenes under mild conditions. We have now extended the original method to work in a series of heteroaromatic compounds such as thiophenes, pyrroles, and indoles. The investigations and results obtained since the start of this century are summarized in this article. (c) 2009 Elsevier Ltd. All rights reserved.
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