Journal of Combinatorial Chemistry 2010-09-13

Fluorous tagged N-hydroxy phthalimide for the parallel synthesis of O-aryloxyamines.

Florence S Gaucher-Wieczorek, Ludovic T Maillard, Bernard Badet, Philippe Durand

Index: J. Comb. Chem. 12 , 655-658, (2010)

Full Text: HTML

Abstract

The parallel synthesis of O-aryloxyamines remains an unfulfilled need in the field of medicinal chemistry and fragment-based approaches. To fill this gap a solution-phase two-step process based on (1) a copper-catalyzed cross-coupling of aryl boronic acids with a fluorous tagged N-hydroxyphthalimide, and (2) a supported aminolysis was designed and optimized using Taguchi's method. A library of O-aryloxyamines was synthesized in high yields with high purity and diversity.