Catalytic Electrochemical C–H Iodination and One-Pot Arylation by ON/OFF Switching of Electric Current
- 24 August 2012
- journal article
- Published by American Chemical Society (ACS) in The Journal of Organic Chemistry
- Vol. 77 (17), 7718-7724
- https://doi.org/10.1021/jo3012286
Abstract
Palladium-catalyzed electrochemical iodination and one-pot arylation of arylpyridines are described. Ortho-selective C-H iodination proceeded via dual activation of each substrate by a palladium catalyst and an electrode. Various aryl groups were introduced at the ortho positions of arylpyridines by ON/OFF switching of two different catalytic cycles using the same palladium catalyst in a one-pot fashion.This publication has 40 references indexed in Scilit:
- Magical Power of Transition Metals: Past, Present, and Future (Nobel Lecture)Angewandte Chemie-International Edition, 2011
- Palladium-Catalyzed Ligand-Directed C−H Functionalization ReactionsChemical Reviews, 2010
- Synthesis of Indolines and Tetrahydroisoquinolines from Arylethylamines by PdII‐Catalyzed C-H Activation ReactionsAngewandte Chemie-International Edition, 2008
- PdII‐Catalyzed Monoselective ortho Halogenation of C-H Bonds Assisted by Counter Cations: A Complementary Method to Directed ortho LithiationAngewandte Chemie-International Edition, 2008
- Scope and selectivity in palladium-catalyzed directed C–H bond halogenation reactionsTetrahedron, 2006
- A Simple Catalytic Method for the Regioselective Halogenation of ArenesOrganic Letters, 2006
- Cu(II)-Catalyzed Functionalizations of Aryl C−H Bonds Using O2 as an OxidantJournal of the American Chemical Society, 2006
- Palladium‐Catalyzed Asymmetric Iodination of Unactivated C-H Bonds under Mild ConditionsAngewandte Chemie-International Edition, 2005
- A Highly Selective Catalytic Method for the Oxidative Functionalization of C−H BondsJournal of the American Chemical Society, 2004
- Palladium-Catalyzed Cross-Coupling Reactions of Organoboron CompoundsChemical Reviews, 1995