One-Pot Negishi Cross-Coupling Reactions of In Situ Generated Zinc Reagents with Aryl Chlorides, Bromides, and Triflates
- 12 August 2008
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 73 (18), 7380-7382
- https://doi.org/10.1021/jo801063c
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.Keywords
This publication has 14 references indexed in Scilit:
- An Improved Suzuki-Miyaura Cross-Coupling Reaction for the Synthesis of Fluorine-Substituted 3-Biaryl-1-ferrocenyl-2-propen-1-oneSynthesis, 2005
- Handbook of Functionalized OrganometallicsPublished by Wiley ,2005
- Modern Synthetic Methods for Copper‐Mediated C(aryl)-O, C(aryl)-N, and C(aryl)-S Bond FormationAngewandte Chemie International Edition, 2003
- Palladium-Catalyzed Coupling Reactions of Aryl ChloridesAngewandte Chemie International Edition, 2002
- Recent applications of the Suzuki–Miyaura cross-coupling reaction in organic synthesisTetrahedron, 2002
- The B-Alkyl Suzuki-Miyaura Cross-Coupling Reaction: Development, Mechanistic Study, and Applications in Natural Product SynthesisAngewandte Chemie International Edition, 2001
- Recent advances in the cross-coupling reactions of organoboron derivatives with organic electrophiles, 1995–1998Journal of Organometallic Chemistry, 1999
- Metal‐Catalyzed Cross‐Coupling ReactionsPublished by Wiley ,1998
- Palladium-Catalyzed Cross-Coupling Reactions of Organoboron CompoundsChemical Reviews, 1995
- Transition metal catalyzed reactions of organozinc reagentsTetrahedron, 1992