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Azulene Vilsmeier-Haack reaction

The reaction with disubstituted formamides and phosphorus oxychloride, called the Vilsmeier or the Vilsmeier-Haack reaction,is the most common method for the formylation of aromatic rings. However, it is applicable only to active substrates, such as amines and phenols. An intramolecular version is also known.Aromatic hydrocarbons and heterocycles can also be formylated, but only if they are much more active than benzene (e.g., azulenes, ferrocenes). Though A-phenyl-A-methyl-formamide is a common reagent, other arylalkyl amides and dialkyl amides are also used. Phosgene (COCI2) has been used in place of POCI3. The reaction has also been carried out with other amides to give ketones (actually an example of 11-14),... [Pg.715]

Nonbenzenoid carbocyclic compounds also participate in the Vilsmeier-Haack reaction yielding aldehyde derivatives. Examples include azulene and the cyclopentadienyl anion. ... [Pg.780]


See other pages where Azulene Vilsmeier-Haack reaction is mentioned: [Pg.724]   
See also in sourсe #XX -- [ Pg.780 ]

See also in sourсe #XX -- [ Pg.780 ]

See also in sourсe #XX -- [ Pg.780 ]




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Azulene

Azulenes

Azulenes Vilsmeier-Haack reaction

Azulenes Vilsmeier-Haack reaction

Haack

Haack Reaction

Vilsmeier

Vilsmeier-Haack

Vilsmeier-Haack reaction

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