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Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF?.


ABSTRACT: A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)? (2 mol %), CuF? (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 ° C with the release of carbon dioxide to afford the corresponding vinyl arenes in good yields.

SUBMITTER: Gooßen LJ 

PROVIDER: S-EPMC2887305 | biostudies-literature | 2010 May

REPOSITORIES: biostudies-literature

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Pd-catalyzed decarboxylative Heck vinylation of 2-nitrobenzoates in the presence of CuF₂.

Gooßen Lukas J LJ   Zimmermann Bettina B   Knauber Thomas T  

Beilstein journal of organic chemistry 20100503


A new protocol for the decarboxylative Heck vinylation of benzoic acids is disclosed. In the presence of a catalyst system generated in situ from Pd(OAc)₂ (2 mol %), CuF₂ (2 equiv), and benzoquinone (0.5 equiv) in NMP, a wide range of olefins were coupled with various 2-nitrobenzoates at 130 ° C with the release of carbon dioxide to afford the corresponding vinyl arenes in good yields. ...[more]

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