Journal
CHEMISTRY-A EUROPEAN JOURNAL
Volume 22, Issue 15, Pages 5102-5106Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/chem.201505181
Keywords
C-O bond formation; N-heterocycles; hypervalent iodine reagents; trifluoromethylation
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Funding
- Technology Research and Development Funds of Zhengzhou [141PRCYY516]
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The first one-step method for the synthesis of ortho-N-heteroaromatic trifluoromethoxy derivatives by site-specific O-CF3 bond formation using hydroxylated N-heterocycles and Togni's reagent is described. The approach enables the unprecedented syntheses of a wide range of six or five-membered N-heteroaromatic trifluoromethoxy compounds containing one or two heteroatoms from most commonly used hydroxylated N-heterocycles. Notable advantages of this method include its simplicity and mild conditions, avoidance of the need for metals or toxic reagents, and compatibility with a variety of functional groups. Furthermore, this method is especially suitable for the larger scale application.
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