1.Formylation of electron-rich aromatic rings mediated by dichloromethyl methyl ether and TiCl4: scope and limitations.
Ramos-Tomillero I1,2, Paradís-Bas M1,2, de Pinho Ribeiro Moreira I3,4, Bofill JM2,5, Nicolás E6,7, Albericio F8,9,10,11,12. Molecules. 2015 Mar 26;20(4):5409-22. doi: 10.3390/molecules20045409.
Here the aromatic formylation mediated by TiCl4 and dichloromethyl methyl ether previously described by our group has been explored for a wide range of aromatic rings, including phenols, methoxy- and methylbenzenes, as an excellent way to produce aromatic aldehydes. Here we determine that the regioselectivity of this process is highly promoted by the coordination between the atoms present in the aromatic moiety and those in the metal core.