Molecules (Mar 2015)

Formylation of Electron-Rich Aromatic Rings Mediated by Dichloromethyl Methyl Ether and TiCl4: Scope and Limitations

  • Iván Ramos-Tomillero,
  • Marta Paradís-Bas,
  • Ibério de Pinho Ribeiro Moreira,
  • Josep María Bofill,
  • Ernesto Nicolás,
  • Fernando Albericio

DOI
https://doi.org/10.3390/molecules20045409
Journal volume & issue
Vol. 20, no. 4
pp. 5409 – 5422

Abstract

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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.

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