Synthesis of Quinolines Through Acceptorless Dehydrogenative Coupling Catalyzed by Rhenium PN(H)P Complexes

Duo Wei (1) , Vincent Dorcet (1) , Christophe Darcel (1) , Jean-Baptiste Sortais (2, 3)

1 ISCR - Institut des Sciences Chimiques de Rennes
2 IUF - Institut Universitaire de France
3 LCC - Laboratoire de chimie de coordination

A practical and sustainable synthesis of substituted quinolines was achieved through the annulation of 2-aminobenzyl alcohol with various secondary alcohols, ketones, aldehydes, or nitriles, under hydrogen-borrowing conditions. Under the catalysis of well-defined rhenium complexes bearing tridentate diphosphinoamino ligands, the reaction proceeded efficiently (31 examples were isolated with yields up to 96 %) affording a variety of quinoline derivatives.

Keywords: quinoline; rhenium; hydrogen borrowing; annulation; dehydrogenative coupling

Domains: Chemical Sciences; Catalysis; Chemical Sciences; Organic chemistry

Duo Wei, Vincent Dorcet, Christophe Darcel, Jean-Baptiste Sortais. Synthesis of Quinolines Through Acceptorless Dehydrogenative Coupling Catalyzed by Rhenium PN(H)P Complexes. ChemSusChem, 2019, 12 (13), pp.3078-3082. ⟨10.1002/cssc.201802636⟩. ⟨hal-02019486⟩