Regioselective Synthesis of Oxepin and Oxocin Annulated Quinoline Heterocycles by Ring-Closing Metathesis

Abstract

Regioselective synthesis of oxepin and oxocin annulated quinoline heterocycles by the combination of Claisen rearrangement and ring-closing metathesis reaction is described. The ring-closing metathesis (RCM) and ring-closing enyne metathesis (RCEM) proceeded smoothly in the presence of Grubbs catalyst A or B in toluene under nitrogen atmosphere without deactivation of the basic quinoline nitrogen. Keywords: Ring-closing metathesis, oxepine, oxocine, quinoline derivatives, Grubb's catalyst