Copper-catalysed approach to spirocyclic oxindoles via a direct C–H, Ar-H functionalisation

CL Moody, V Franckevičius, P Drouhin, JEMN Klein…

Index: Moody, Catherine L.; Franckevicius, Vilius; Drouhin, Pauline; Klein, Johannes E.M.N.; Taylor, Richard J.K. Tetrahedron Letters, 2012 , vol. 53, # 15 p. 1897 - 1899

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Citation Number: 25

Abstract

A practical and efficient entry to spirocyclic oxindoles from readily accessible anilide precursors, using only catalytic amounts of an inexpensive copper salt together with air as the sole re-oxidant, is described. In addition to providing access to a broad range of spiro- oxindole products, the utility of this method is demonstrated in a formal synthesis of the natural product, horsfiline.