title: Asymmetric Synthesis of Fused Polycyclic Indazoles through Aminocatalyzed Aza-Michael Addition/Intramolecular Cyclization.
abstract: The first example of an asymmetric aminocatalyzed aza-Michael addition of 1H-indazole derivatives to α,β-unsaturated aldehydes is described. The iminium/enamine cascade process lies at the heart of our strategy, leading to enantioenriched fused polycyclic indazole architectures. Variations on both the α,β-unsaturated aldehydes and the indazole-7-carbaldehyde heterocycles were studied in order to broaden the scope of the transformation in synthetically interesting directions. The fused polycyclic indazoles exhibit fluorescence properties and can undergo synthetic transformations.
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en-Yvelines , 45 Avenue des États-Unis, 78035 Versailles cedex, France.
authors.forename: Maxime
authors.initials: M
authors.lastname: Giardinetti
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en-Yvelines , 45 Avenue des États-Unis, 78035 Versailles cedex, France.
authors.forename: Jérôme
authors.initials: J
authors.lastname: Marrot
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en-Yvelines , 45 Avenue des États-Unis, 78035 Versailles cedex, France.
authors.forename: Xavier
authors.initials: X
authors.lastname: Moreau
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en-Yvelines , 45 Avenue des États-Unis, 78035 Versailles cedex, France.
authors.forename: Vincent
authors.initials: V
authors.lastname: Coeffard
authors.affiliation: Institut Lavoisier de Versailles, UMR CNRS 8180, Université de Versailles-St-Quentin-en-Yvelines , 45 Avenue des États-Unis, 78035 Versailles cedex, France.
authors.forename: Christine
authors.initials: C
authors.lastname: Greck