期刊
JOURNAL OF FLUORINE CHEMISTRY
卷 131, 期 9, 页码 951-957出版社
ELSEVIER SCIENCE SA
DOI: 10.1016/j.jfluchem.2010.06.020
关键词
Electrophilic trifluoromethylation; Hypervalent iodine; Aromatic trifluoromethylation; Hypersilyl chloride
资金
- ETH Zurich
- Aitor Moreno
- Karlsruhe House of Young Scientists (KHYS)
The reaction of hypervalent iodine trifluoromethylating reagents with a variety of arenes and N-heteroarenes gives access to the corresponding trifluoromethylated compounds. In comparative studies, 1-trifluoromethyl-1,3-dihydro-3,3-dimethyl-1.2-benziodoxole (2) proved to be the superior to 1-trifluoromethyl-1,2-benziodoxol-3-((1)H)-one (1) for the direct aromatic trifluoromethylation. Depending on the individual substrates, additives such as zinc bis(trifluoromethylsulfonyl)imide or tris(trimethylsilyl)silyl chloride proved helpful in promoting the reactions. In the case of nitrogen heterocycles a pronounced tendency for the incorporation of the trifluoromethyl group at the position adjacent to nitrogen was observed. (C) 2010 Elsevier B.V. All rights reserved.
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