title: Efficient synthesis of 3H-indoles enabled by the lead-mediated α-arylation of β-ketoesters or γ-lactams using aryl azides.
abstract: The development of a lead-mediated α-arylation reaction between aryl azides and β-ketoesters or γ-lactams that facilitates the formation of 3H-indoles is disclosed. Twenty-five examples are included which demonstrate the generality of this reaction to access aryl azides bearing tetrasubstituted o-alkyl substituents. When paired with a Staudinger reduction, this reaction streamlines the synthesis of functionalized 3H-indoles.
authors.affiliation: Department of Chemistry, University of Illinois at Chicago , 845 West Taylor Street, Chicago, Illinois 60607-7061, United States.
authors.forename: Fei
authors.initials: F
authors.lastname: Zhou
authors.forename: Tom G
authors.initials: TG
authors.lastname: Driver
mesh_terms: D001386:Azides / Q000138:chemical synthesis / Q000737:chemistry*; D002384:Catalysis; D004952:Esters; D007211:Indoles / Q000138:chemical synthesis* / Q000737:chemistry; D007769:Lactams / Q000737:chemistry*; D015394:Molecular Structure; D013237:Stereoisomerism
chemical_list: D001386:Azides; D004952:Esters; D007211:Indoles; D007769:Lactams