title: One-pot Negishi cross-coupling reactions of in situ generated zinc reagents with aryl chlorides, bromides, and triflates.
abstract: In situ generated aryl, heteroaryl, alkyl, or benzylic polyfunctional zinc reagents obtained by the addition of zinc and LiCl to the corresponding organic iodides undergo smooth Pd(0)-catalyzed cross-coupling reactions with aryl bromides, chlorides, and triflates in the presence of PEPPSI as a catalyst. This procedure avoids the manipulation of water and air-sensitive organozinc reagents and produces cross-coupling products in high yields.
authors.affiliation: Department Chemie & Biochemie, Ludwig-Maximilians-Universität München, Butenandtstr. 5-13, Haus F, 81377 München, Germany.
authors.forename: Shohei
authors.initials: S
authors.lastname: Sase
authors.forename: Milica
authors.initials: M
authors.lastname: Jaric
authors.forename: Albrecht
authors.initials: A
authors.lastname: Metzger
authors.forename: Vladimir
authors.initials: V
authors.lastname: Malakhov
authors.forename: Paul
authors.initials: P
authors.lastname: Knochel
mesh_terms: D006842:Hydrocarbons, Brominated / Q000737:chemistry*; D006843:Hydrocarbons, Chlorinated / Q000737:chemistry*; D018021:Lithium Chloride / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry*; D015394:Molecular Structure; D009942:Organometallic Compounds / Q000138:chemical synthesis* / Q000737:chemistry; D013237:Stereoisomerism; D015032:Zinc / Q000737:chemistry*
chemical_list: D006842:Hydrocarbons, Brominated; D006843:Hydrocarbons, Chlorinated; D008698:Mesylates; D009942:Organometallic Compounds; D018021:Lithium Chloride; D015032:Zinc; C012077:trifluoromethanesulfonic acid