Tetrahedron

3-(2-Alken-1-one-2-yl) indoles through the palladium-catalyzed reaction of 2-alkynyltrifluoroacetanilides with cyclic α-iodoenones

A Arcadi, R Cianci, G Ferrara, F Marinelli

Index: Arcadi, Antonio; Cianci, Roberto; Ferrara, Giovanni; Marinelli, Fabio Tetrahedron, 2010 , vol. 66, # 13 p. 2378 - 2383

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Citation Number: 16

Abstract

α-Iodoenones can be efficiently employed as organic electrophiles in the Pd-catalyzed synthesis of 2, 3-disubstituted indoles from 2-alkynyltrifluoroacetanilides. Best results were obtained using the weak ligand As (Ph) 3. The methodology reported provides an efficient entry to indoles bearing a 2-alkenon-2-yl moiety linked in the 3-position, that possesses a scarcely reported substitution pattern.