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Formylation of electron-rich aromatic rings mediated by dichloromethyl methyl ether and TiCl4: scope and limitations.


ABSTRACT: 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.

SUBMITTER: Ramos-Tomillero I 

PROVIDER: S-EPMC6272369 | biostudies-literature | 2015 Mar

REPOSITORIES: biostudies-literature

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Formylation of electron-rich aromatic rings mediated by dichloromethyl methyl ether and TiCl4: scope and limitations.

Ramos-Tomillero Iván I   Paradís-Bas Marta M   de Pinho Ribeiro Moreira Ibério I   Bofill Josep María JM   Nicolás Ernesto E   Albericio Fernando F  

Molecules (Basel, Switzerland) 20150326 4


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. ...[more]

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