Palladium-Catalyzed Nitromethylation of Aryl Halides: An Alternative to Formylation

Efficient cross-coupling of aryl halides with nitromethane produces precursors to oximes and aldehydes, offering a mild, cost-effective formylation method.

Palladium-Catalyzed Nitromethylation of Aryl Halides: An Alternative to Formylation

Abstract

An efficient cross-coupling reaction of aryl halides and nitromethane was developed with the use of parallel microscale experimentation. The arylnitromethane products are precursors for numerous useful synthetic products. An efficient method for their direct conversion to the corresponding oximes and aldehydes in a one-pot operation has been discovered. The process exploits inexpensive nitromethane as a carbonyl equivalent, providing a mild and convenient formylation method that is compatible with many functional groups.

Palladium-Catalyzed Nitromethylation of Aryl Halides: An Alternative to Formylation

Publication

Org. Lett.
|
July 27, 2012
Full Headline:
Palladium-catalyzed nitromethylation of aryl halides: an orthogonal formylation equivalent
Keywords:
Aldehydes, Anions, Aromatic compounds, Chemical reactions, Ligands
Author:
Walvoord, R.R, et.al.
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