title: Oxidative radical arylation of anilines with arylhydrazines and dioxygen from air.
abstract: Substituted 2-aminobiphenyls have been prepared from arylhydrazine hydrochlorides and anilines in biphasic radical arylation reactions with dioxygen from air as a most simple and readily available oxidant. Under optimized conditions, the free amino functionality of the aniline leads to high ortho:meta regioselectivities, now even for anilines bearing a donor substituent in the para position. Finally, the mild and metal-free new access to aminobiphenyls was shown to be applicable on a gram scale.
authors: Department of Chemistry and Pharmacy, Pharmaceutical Chemistry, Friedrich-Alexander-Universität Erlangen-Nürnberg , Schuhstraße 19, 91052 Erlangen, Germany.
authors: Josefa
authors: J
authors: Hofmann
authors: Hannelore
authors: H
authors: Jasch
authors: Markus R
authors: MR
authors: Heinrich
mesh_terms: D000388:Air; D000611:Aminobiphenyl Compounds / Q000138:chemical synthesis* / Q000737:chemistry*; D000814:Aniline Compounds / Q000737:chemistry*; D002384:Catalysis; D006834:Hydrazines / Q000737:chemistry*; D015394:Molecular Structure; D010084:Oxidation-Reduction; D010100:Oxygen / Q000737:chemistry*; D013237:Stereoisomerism
chemical_list: D000611:Aminobiphenyl Compounds; D000814:Aniline Compounds; D006834:Hydrazines; C029424:hydrazine; D010100:Oxygen; C023650:aniline