Steven Hostyn, B. Maes, Gitte Van Baelen
May 8, 2006
Citations
0
Influential Citations
43
Citations
Journal
Tetrahedron
Abstract
Abstract D-ring substituted 5-methyl-5 H -indolo[2,3- c ]quinolines ( 4 ) have been synthesized in three steps starting from commercially available 3-bromoquinoline ( 5 ) and 2-bromoanilines ( 6 ). The methodology consists of two consecutive palladium-catalyzed reactions: a selective Buchwald–Hartwig amination followed by a regioselective intramolecular Heck-type reaction. The latter step has been investigated under microwave irradiation. Heating at 180 °C allows to seriously reduce the catalyst loading and get a full conversion to reaction product in 10 min. In addition, the former simplifies the purification.