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Palladium-Catalyzed ?-Arylation of Aryl Nitromethanes.

ABSTRACT: Catalytic conditions for the ?-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef reaction, and reduction conditions were optimized to afford several diaryl methylamines.

SUBMITTER: VanGelder KF

PROVIDER: S-EPMC4672744 | biostudies-literature | 2015 Dec

REPOSITORIES: biostudies-literature

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Palladium-Catalyzed α-Arylation of Aryl Nitromethanes.

VanGelder Kelsey F KF Kozlowski Marisa C MC

Organic letters 20151120 23

Catalytic conditions for the α-arylation of aryl nitromethanes have been discovered using parallel microscale experimentation, despite two prior reports of the lack of reactivity of these aryl nitromethane precursors. The method efficiently provides a variety of substituted, isolable diaryl nitromethanes. In addition, it is possible to sequentially append two different aryl groups to nitromethane. Mild oxidation conditions were identified to afford the corresponding benzophenones via the Nef rea ...[more]

PMID: 26584680

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