Acyl Fluorides from Carboxylic Acids, Aldehydes, or Alcohols under Oxidative Fluorination

Gram-Scale Preparation of Acyl Fluorides and Their Reactions with Hindered Nucleophiles

“…Yield: 33% (0.184 g, 0.66 mmol); pale-yellow solid; mp 88.2-96.0 °C. (25), 264 (53), 198 (7), 196 (19), 156 (13), 141 (42), 139 (100), 113 (11), 111 (27), 109 (24), 75 (13), 69 (11), 42 (20).…”

“…13 In turn methods developed in last few years utilize more sophisticated reagents designed for direct conversion of carboxylic acids under mild conditions. [14][15][16][17][18][19][20] However, the latter approach usually suffers from high cost of the reagents, low atom economy, and the formation of significant amounts of waste, and thus is only suitable for transformations of more valuable substrates. At the same time, convenient synthesis of simple alkanoyl and aroyl fluorides on a multigram scale remains rather lacking.…”

Complete Deconstruction of SF6 by an Aluminium(I) Compound

“…becoming increasingly important and valuable fluorinating agents due to their unique balance of stability and reactivity. [51][52][53][54] Furthermore, the reaction of 2 with trimethysilyl iodide produces trimethylsilyl fluoride, a silylating agent for ketones, alcohol, terminal alkynes and various lithiated precursors. 55-59 2 also reacted with BCl3 to produce a series of commercially relevant Lewis acids.…”

Complete deconstruction of SF6 by an aluminium(i) compound

“…Acyl fluorides are becoming increasingly important and valuable fluorinating agents due to their unique balance of stability and reactivity. [51][52][53][54] Furthermore, the reaction of 2 with trimethysilyl iodide produces trimethylsilyl fluoride, a silylating agent for ketones, alcohol, terminal alkynes and various lithiated precursors. 55-59 2 also reacted with BCl3 to produce a series of commercially relevant Lewis acids.…”