title: Stereoselective double Friedel-Crafts alkylation of indoles with divinyl ketones.
abstract: A tandem double Friedel-Crafts reaction of indoles and nonsymmetrical divinyl ketones has been achieved. The tandem reaction forms complex [6-5-7]-tricyclic indoles in excellent yields. The reaction is completely regioselective and offers high levels of syn diastereoselectivity. The reaction is also seen to be sensitive to substrate structure and catalyst.
authors.affiliation: Department of Chemistry, University of Bath, Bath BA2 7AY, UK.
authors.forename: Andrew C
authors.initials: AC
authors.lastname: Silvanus
authors.forename: Stephen J
authors.initials: SJ
authors.lastname: Heffernan
authors.forename: David J
authors.initials: DJ
authors.lastname: Liptrot
authors.forename: Gabriele
authors.initials: G
authors.lastname: Kociok-Köhn
authors.forename: Benjamin I
authors.initials: BI
authors.lastname: Andrews
authors.forename: David R
authors.initials: DR
authors.lastname: Carbery
mesh_terms: D000478:Alkylation; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D003500:Cyclization; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry*; D007659:Ketones / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D007211:Indoles; D007659:Ketones