title: Study of N1-alkylation of indoles from the reaction of 2(or 3)-aminoindole-3-(or 2)carbonitriles with DMF-dialkylacetals.
abstract: The condensation of 2-aminoindole-3-carbonitriles and their 3-aminoindole-2-carbonitrile isomers with various DMF-dialkoxyacetals was investigated under microwaves. The appearance of reactive and versatile alkoxyiminium species allowed convenient access to indole precursors of building blocks with potential biological activity. The experimental results have been rationalised using DFT calculations of theoretical descriptors based on the electrostatic potential.
authors.affiliation: Université de Rouen, U.F.R. Médecine-Pharmacie, 22 boulevard Gambetta, 76183 Rouen Cedex 1, France.
authors.forename: Yvonnick
authors.initials: Y
authors.lastname: Loidreau
authors.forename: Sigismund
authors.initials: S
authors.lastname: Melissen
authors.forename: Vincent
authors.initials: V
authors.lastname: Levacher
authors.forename: Cédric
authors.initials: C
authors.lastname: Logé
authors.forename: Jérôme
authors.initials: J
authors.lastname: Graton
authors.forename: Jean-Yves
authors.initials: JY
authors.lastname: Le Questel
authors.forename: Thierry
authors.initials: T
authors.lastname: Besson
mesh_terms: D000080:Acetals / Q000737:chemistry*; D000478:Alkylation; D004126:Dimethylformamide / Q000737:chemistry*; D007211:Indoles / Q000737:chemistry*; D008958:Models, Molecular; D015394:Molecular Structure; D009570:Nitriles / Q000737:chemistry*; D055672:Static Electricity
chemical_list: D000080:Acetals; D007211:Indoles; D009570:Nitriles; D004126:Dimethylformamide