16857-95-7Relevant articles and documents
Quantification of the Lewis Basicities and Nucleophilicities of 1,3,5-Tris(dialkylamino)benzenes
Micheletti, Gabriele,Mayer, Robert J.,Cino, Silvia,Boga, Carla,Mazzanti, Andrea,Ofial, Armin R.,Mayr, Herbert
, p. 6347 - 6357 (2021/11/01)
Equilibrium constants for the formation of Wheland complexes from 1,3,5-tris(dialkylamino)benzenes and benzhydrylium ions (Ar2CH+) have been determined photometrically in dichloromethane solution at 20 °C. The Lewis basicity of the r
Synthesis of 2,3-dihydroindoles, indoles, and anilines by transition metal-free amination of aryl chlorides
Beller,Breindl,Riermeier,Tillack
, p. 1403 - 1412 (2007/10/03)
Aliphatic and aromatic amines react with 2- and 3-chlorostyrene in the presence of potassium tert-butoxide to give N-substituted 2,3-dihydroindoles in good yields. The combination of this domino-amination protocol with a suitable dehydrogenation reaction gives access to pharmacologically interesting indoles in a one-pot procedure. Overall product yields of N-substituted indoles > 50% are obtained by this method starting from commercially available substrates. In addition to the intramolecular base-promoted amination of aromatic C-Cl, bonds, metal-free intermolecular aminations of aryl chlorides with primary and secondary amines are described. The use of potassium tert-butoxide as base allows the synthesis of various anilines in good to excellent yields. Due to the formation of aryne intermediates, either N-substituted anilines or meta-substituted anilines are produced with excellent selectivities.
Nickel-mediated amination chemistry. Part 1: Efficient aminations of (het)aryl 1,3-di and 1,3,5-trichlorides
Desmarets, Christophe,Schneider, Rapha?l,Fort, Yves
, p. 2875 - 2879 (2007/10/03)
The first Ni-catalysed synthesis of di- and triamino substituted benzenes and diamino substituted pyridines from the corresponding aryl chlorides and amines is described. (C) 2000 Elsevier Science Ltd.
