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Palladium-catalyzed nitromethylation of aryl halides: an orthogonal formylation equivalent.

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.

SUBMITTER: Walvoord RR

PROVIDER: S-EPMC3430980 | biostudies-literature | 2012 Aug

REPOSITORIES: biostudies-literature

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Palladium-catalyzed nitromethylation of aryl halides: an orthogonal formylation equivalent.

Walvoord Ryan R RR Berritt Simon S Kozlowski Marisa C MC

Organic letters 20120727 16

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 wi ...[more]

PMID: 22839593

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