European Journal of Organic Chemistry p. 320 - 328 (2012)
Update date:2022-08-06
Topics:
Rohman, Md. Rumum
Kharkongor, Icydora
Rajbangshi, Mantu
Mecadon, Hormi
Laloo, Badaker M.
Sahu, Priti R.
Kharbangar, Iadeishisha
Myrboh, Bekington
The oxidative coupling of the α-carbon atom of aromatic ketones with unactivated arenes in the presence of selenium dioxide and p-toluenesulfonic acid monohydrate is described. A number of unsymmetrical benzils have been prepared in good yields (38-75 % with high regioselectivity. The generality and functional tolerance of this new protocol is demonstrated. The mechanistic pathway for the oxidative coupling reaction is also described. The reaction displays superiority in terms of minimization of steps with the C-C bond formation promoted by SeO2 and pTsOH·H2O. This method is advantageous as the reactants used as the solvent can be recovered. Copyright
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