53871-27-5Relevant articles and documents
The special directing effect of fluorine: Ligand independent ortho lithiation of 1-(fluorophenyl)pyrroles
Faigl, Ferenc,Fogassy, Katalin,Szanto, Zoltan,Lopata, Antal,Toeke, Laszlo
, p. 4367 - 4374 (1998)
Lithiation of l-(fluorophenyl)pyrroles occurred exclusively ortho to the fluorine substituent independently of the structure of the tertiary amine type ligands use. Semiempirical quantum chemical calculations confirmed that the special directing effect of
Pd-catalyzed nucleophilic fluorination of aryl bromides
Lee, Hong Geun,Milner, Phillip J.,Buchwald, Stephen L.
supporting information, p. 3792 - 3795 (2014/04/03)
On the basis of mechanism-driven reaction design, a Pd-catalyzed nucleophilic fluorination of aryl bromides and iodides has been developed. The method exhibits a broad substrate scope, especially with respect to nitrogen-containing heteroaryl bromides, and proceeds with minimal formation of the corresponding reduction products. A facilitated ligand modification process was shown to be critical to the success of the reaction.
Assisted tandem catalytic RCM-aromatization in the synthesis of pyrroles and furans
Schmidt, Bernd,Krehl, Stefan,Jablowski, Eric
, p. 5119 - 5130 (2012/08/07)
An assisted tandem catalytic transformation of diallyl amines and diallyl ethers into N-aryl pyrroles and furans, respectively, is described. The sequence relies on ring closing metathesis followed by dehydrogenation of the initially formed dihydropyrroles and dihydrofurans. Both steps are Ru-catalyzed, but the sequence requires only one precatalyst, because conversion of the metathesis catalyst into the dehydrogenation catalyst is achieved in situ, triggered by the oxidant tert-butyl hydroperoxide.