title: Dienamine and Friedel-Crafts one-pot synthesis, and antitumor evaluation of diheteroarylalkanals.
abstract: An asymmetric synthesis of diheteroarylalkanals through one-pot dienamine and Friedel-Crafts reaction is presented. The reaction tolerates a large variety of substituents at different positions of the starting aldehyde and also in the indole nucleophile, and a range of diheterocyclic alkanals can be achieved. Furthermore, we have studied the antiproliferative activity of these new compounds in representative cancer tumor cell lines.
authors.affiliation: Organic Chemistry Department, Universidad Autónoma de Madrid, 28049 Madrid (Spain) www.uam.es/jose.aleman.
authors.forename: María
authors.initials: M
authors.lastname: Frías
authors.affiliation: Instituto Universitario de Bio-Orgánica, "Antonio González" (IUBO-AG), Centro de Investigaciones Biomédicas de Canarias (CIBICAN), Universidad de La Laguna, 38206 La Laguna (Spain).
authors.forename: José M
authors.initials: JM
authors.lastname: Padrón
authors.affiliation: Organic Chemistry Department, Universidad Autónoma de Madrid, 28049 Madrid (Spain) www.uam.es/jose.aleman. jose.aleman@uam.es.
authors.forename: José
authors.initials: J
authors.lastname: Alemán
mesh_terms: D000447:Aldehydes / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D001572:Benzofurans / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D020650:Combinatorial Chemistry Techniques; D006801:Humans; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D008958:Models, Molecular; D009369:Neoplasms / Q000188:drug therapy
chemical_list: D000447:Aldehydes; D000970:Antineoplastic Agents; D001572:Benzofurans; D007211:Indoles; C005556:propionaldehyde
keywords: aldehydes; antiproliferation; asymmetric synthesis; nitrogen heterocycles; organocatalysis