Synthesis of Benzidine Derivatives via FeCl₃·6H₂O‑Promoted Oxidative Coupling of Anilines

Under open-flask conditions in the presence of commercially available FeCl₃·6H₂O, N,N-disubstituted anilines can be converted into diversely functionalized benzidines with yields of up to 99%. Oxidative coupling was extended to N-monosubstituted anilines, and the method was applied to the efficient preparation of 6,6′-biquinoline. Mechanistic investigations have also been performed to explain the observed reactivities

Synthesis of Benzidine Derivatives via FeCl₃·6H₂O‑Promoted Oxidative Coupling of Anilines

Under open-flask conditions in the presence of commercially available FeCl₃·6H₂O, N,N-disubstituted anilines can be converted into diversely functionalized benzidines with yields of up to 99%. Oxidative coupling was extended to N-monosubstituted anilines, and the method was applied to the efficient preparation of 6,6′-biquinoline. Mechanistic investigations have also been performed to explain the observed reactivities

Umpolung Strategy for Synthesis of β‑Ketonitriles through Hypervalent Iodine-Promoted Cyanation of Silyl Enol Ethers

An efficient method to synthesize β-ketonitriles from silyl enol ethers by an umploung hypervalent iodine­(III)–CN species generated <i>in situ</i> from PhIO/BF₃·Et₂O/TMSCN has been developed for the first time. This method can be applied to structurally diverse aromatic and aliphatic substrates and further extended to preparation of bioactive compounds like 5-aminopyrazole and 5-aminoisoxazole