title: Copper-catalysed α-selective allylic alkylation of heteroaryllithium reagents.
abstract: 2-Allyl-substituted thiophenes and furans are synthesised efficiently in a direct procedure using 2-heteroaryllithium reagents and allyl bromides and chlorides catalysed by ligand-free copper(i). The reactions take place under mild conditions, with excellent α-selectivity, high functional group tolerance and good yields for the SN2 products.
authors.affiliation: Stratingh Institute for Chemistry, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands. b.l.feringa@rug.nl.
authors.forename: Carlos
authors.initials: C
authors.lastname: Vila
authors.forename: Valentín
authors.initials: V
authors.lastname: Hornillos
authors.forename: Martín
authors.initials: M
authors.lastname: Fañanás-Mastral
authors.forename: Ben L
authors.initials: BL
authors.lastname: Feringa
mesh_terms: D000478:Alkylation; D000498:Allyl Compounds / Q000737:chemistry; D002384:Catalysis; D002414:Cations, Monovalent; D003300:Copper / Q000737:chemistry*; D005663:Furans / Q000138:chemical synthesis*; D008094:Lithium; D018020:Lithium Compounds / Q000737:chemistry; D013237:Stereoisomerism; D013876:Thiophenes / Q000138:chemical synthesis*
chemical_list: D000498:Allyl Compounds; D002414:Cations, Monovalent; D005663:Furans; D018020:Lithium Compounds; D013876:Thiophenes; D003300:Copper; D008094:Lithium; C050431:allyl bromide