title: Transition-metal-free tunable chemoselective N functionalization of indoles with ynamides.
abstract: Two unprecedented N functionalizations of indoles with ynamides are described. By varying the electron-withdrawing group on the ynamide nitrogen atom, either Z-indolo-etheneamides or indolo-amidines can be selectively obtained under the same metal-free reaction conditions. The scope and synthetic potential of these reactions, as well as some mechanistic insights provided by DFT calculations, are reported.
authors: Centre de Recherche de Gif-sur-Yvette, Institut de Chimie des Substances Naturelles, UPR 2301, CNRS, LabEx LERMIT, Avenue de la Terrasse, 91198 Gif-sur-Yvette (France).
authors: Alexandre
authors: A
authors: Hentz
authors: Pascal
authors: P
authors: Retailleau
authors: Vincent
authors: V
authors: Gandon
authors: Kevin
authors: K
authors: Cariou
authors: Robert H
authors: RH
authors: Dodd
keywords: alkynes; density functional calculations; heterocycles; reaction mechanisms; synthetic methods