Catalyst-free synthesis of symmetrical diaryl ketones from arylstannanes and oxalyl chloride

LO FIEGO, M. J.; LOCKHART, M.T.; CHOPA, A.B.

Basilea

Conferencia; 15th International Electronic Conference on Synthetic Organic Chemistry; 2011

A novel regioselective synthesis of symmetric ketones using oxalyl chloride as C1 carbonyl synthon, under catalyst-free conditions is described. An attractive feature is that these reactions go, exclusively, through an ipso-substitution of the stannyl group overcompensating the directing influences of the aryl substituents. A reaction mechanism is suggested.