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Issue 18, 1998
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Aromatic trifluoromethyldenitration and trifluoromethyldecyanation using trifluoromethyltrimethylsilane

Abstract

Activation of trifluoromethyltrimethylsilane by potassium fluoride in N,N-dimethylacetamide provides a powerful source of trifluoromethide which is capable of substituting aromatic nitro and cyano groups under nucleophilic conditions, albeit in low yield. The trifluoromethide generated in this system is also a potent base which leads to a number of interesting side reactions via deprotonation of the substrate.

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Article information


J. Chem. Soc., Perkin Trans. 1, 1998, 3081-3086
Article type
Paper

Aromatic trifluoromethyldenitration and trifluoromethyldecyanation using trifluoromethyltrimethylsilane

D. J. Adams, J. H. Clark, L. B. Hansen, V. C. Sanders and S. J. Tavener, J. Chem. Soc., Perkin Trans. 1, 1998, 3081
DOI: 10.1039/A805079A

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