Aromatic trifluoromethyldenitration and trifluoromethyldecyanation using trifluoromethyltrimethylsilane

Adams, D. J. , Clark, J. H., Hansen, L. B., Sanders, V. C. and Tavener, S. J. (1998) Aromatic trifluoromethyldenitration and trifluoromethyldecyanation using trifluoromethyltrimethylsilane. Journal of the Chemical Society: Perkin Transactions 1(18), pp. 3081-3086. (doi: 10.1039/a805079a)

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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.

Item Type:Articles
Status:Published
Refereed:Yes
Glasgow Author(s) Enlighten ID:Adams, Dave
Authors: Adams, D. J., Clark, J. H., Hansen, L. B., Sanders, V. C., and Tavener, S. J.
College/School:College of Science and Engineering > School of Chemistry
Journal Name:Journal of the Chemical Society: Perkin Transactions 1
Publisher:Royal Society of Chemistry
ISSN:0300-922X
ISSN (Online):2050-8255

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