title: Synthesis of polycyclic spiroindolines by highly diastereoselective interrupted Ugi cascade reactions of 3-(2-isocyanoethyl)indoles.
abstract: We report a highly diastereoselective interrupted Ugi reaction to construct a broad range of structurally congested and stereochemically complex spiroindolines from tryptamine-derived isocyanides. The reaction is facilitated by using fluorinated alcohols (TFE or HFIP) as solvents and tolerates a broad range of amines, aldehydes and 2-isocyanoethylindoles to give polycyclic products in moderate to excellent yields.
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Jordy M
authors.initials: JM
authors.lastname: Saya
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Barry
authors.initials: B
authors.lastname: Oppelaar
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Răzvan C
authors.initials: RC
authors.lastname: Cioc
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Gydo
authors.initials: G
authors.lastname: van der Heijden
authors.affiliation: Faculty of Applied Engineering, Advanced Reactor Technology, University of Antwerp, Groenenborgerlaan 171, 2020 Antwerpen, Belgium.
authors.forename: Christophe M L
authors.initials: CM
authors.lastname: Vande Velde
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Romano V A
authors.initials: RV
authors.lastname: Orru
authors.affiliation: Department of Chemistry & Pharmaceutical Sciences and Amsterdam Institute for Molecules, Medicines & Systems (AIMMS), Vrije Universiteit Amsterdam, De Boelelaan 1108, 1081 HZ Amsterdam, The Netherlands. e.ruijter@vu.nl.
authors.forename: Eelco
authors.identifier: http://orcid.org/0000-0002-1105-3947
authors.initials: E
authors.lastname: Ruijter