Aza-Diels–Alder reaction catalyzed by perfluorinated metal salts in fluorous phase

Abstract

In this paper, we describe the aza-Diels–Alder reaction of Danishefsky’s diene with arylaldehydes and aromatic amines in a fluorous phase. With perfluorodecalin (C₁₀F₁₈, cis- and trans-mixture) as the fluorous solvent and a perfluorinated rare earth metal salt [Sc(OSO₂C₈F₁₇)₃] (2.0 mol %) as a catalyst, this aza-Diels–Alder reaction can be performed many times without reloading the catalyst.