Tetrahedron letters

Synthesis of 4-(2-diphenylphosphino-1-naphthyl)-2-phenylquinazoline; a potential P N chelating ligand for asymmetric catalysis

VG Chapoulaud, J Audoux, N Plé, A Turck…

Index: Gautheron Chapoulaud; Audoux; Ple; Turck; Queguiner Tetrahedron Letters, 1999 , vol. 40, # 51 p. 9005 - 9007

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Citation Number: 16

Abstract

We describe a multistep synthesis leading in a good yield to the title compound. The biaryl linkage was formed in a Pd-catalysed coupling of 2-phenyl-4-chloroquinazoline with 2- methoxy-1-naphthylboronic acid. A further metal-catalysed reaction gave the formation of the naphthylphosphorus bond allowing us to obtain the required phosphonimine ligand 1 as the racemate.