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Please login or sign up for a free trial to access the full content. Variation 2: Reaction with Tetraalkylammonium Fluorides

DOI: 10.1055/sos-SD-031-00002

Sandford, G.Science of Synthesis, (20073156.

Tetraalkylammonium fluorides are more soluble than alkali metal fluorides in organic solvents, and both tetrabutylammonium fluoride[‌130‌] and tetramethylammonium fluoride[‌131‌] can be used as fluoride-ion reagents in fluorodenitration reactions. Tetramethylammonium fluoride is the better of these two reagents because of its higher stability, relative ease of drying, and the lower amounts of side products produced; however, problems with the isolation of products from the aprotic reaction media persist (Scheme 24).

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