Modular Synthesis of Phenanthridine Derivatives by Oxidative Cyclization of 2‐Isocyanobiphenyls with Organoboron Reagents
Top Cited Papers
- 10 October 2012
- journal article
- research article
- Published by Wiley in Angewandte Chemie International Edition
- Vol. 51 (45) , 11363-11366
Abstract
Where HAS you been? A manganese-mediated annulation of 2-isocyanobiaryls with organoboronic acids is developed for the synthesis of a broad range of phenanthridine derivatives (see scheme). Mechanistic studies indicate that the reaction proceeds by the intramolecular homolytic aromatic substitution (HAS) of an imidoyl radical intermediate.Keywords
This publication has 63 references indexed in Scilit:
- Catalytic Arylation of a C-H Bond in Pyridine and Related Six‐Membered N‐Heteroarenes Using Organozinc ReagentsChemistry – An Asian Journal, 2012
- Practical Radical Cyclizations with Arylboronic Acids and TrifluoroboratesOrganic Letters, 2011
- Direct C−H Arylation of Electron-Deficient Heterocycles with Arylboronic AcidsJournal of the American Chemical Society, 2010
- Iron‐Catalyzed Direct Arylation of Unactivated Arenes with Aryl HalidesAngewandte Chemie International Edition, 2010
- Iron‐Catalyzed Direct Arylation of Unactivated Arenes with Aryl HalidesAngewandte Chemie, 2010
- Palladium-Catalyzed Ligand-Directed C−H Functionalization ReactionsChemical Reviews, 2010
- Palladium(II)‐Catalyzed C-H Activation/C-C Cross‐Coupling Reactions: Versatility and PracticalityAngewandte Chemie International Edition, 2009
- Palladium- and Copper-Catalyzed Arylation of Carbon−Hydrogen BondsAccounts of Chemical Research, 2009
- Rhodium-Catalyzed C−C Bond Formation via Heteroatom-Directed C−H Bond ActivationChemical Reviews, 2009
- Potential antitumor agents. 55. 6-Phenylphenanthridine-4-carboxamides: a new class of DNA-intercalating antitumor agentsJournal of Medicinal Chemistry, 1988