RESUMEN
A new fluorous carbodiimide is introduced along with a convenient procedure for amide coupling reactions. Reactions of acids and amines under standard conditions for carbodiimide couplings, followed by simple reverse fluorous solid-phase extraction (FSPE) over standard silica gel, provide the target amide products in good yields and purities. The use of HFE-7100 as a fluorous solvent is crucial for the success of the reverse FSPE.
Asunto(s)
Amidas/síntesis química , Carbodiimidas/síntesis química , Hidrocarburos Fluorados/química , Extracción en Fase Sólida/métodos , Amidas/química , Aminas/química , Carbodiimidas/química , Estructura Molecular , Extracción en Fase Sólida/instrumentaciónRESUMEN
Inter- and intramolecular additions of aryl radicals derived from aryl iodides to arenes are promoted by tris(trimethylsilyl)silane and occur under exceptionally mild conditions (15-30 min at 25 degrees C) in nondegassed benzene. A chain mechanism involving reaction of the intermediate cyclohexadienyl radical with oxygen to directly generate the aromatized product and the hydroperoxy radical is proposed.
