Organic Letters
Organic Letters
5 years ago

Dehydrative Cp*Co(III)-Catalyzed C–H Bond Allenylation

Dehydrative Cp*Co(III)-Catalyzed C–H Bond Allenylation
Malay Sen, Pardeep Dahiya, Basker Sundararaju, J. Richard Premkumar
An efficient, unprecedented reactivity of Cp*Co(III) for the synthesis of tetrasubstituted allenes under mild conditions is disclosed. Electron-rich and highly nucleophilic cobalt facilitates the dehydrative C–H bond allenylation directly from propargylic alcohols without any derivatization. The reaction proceeds via reversible cyclometalation followed by alcohol-directed regioselective alkyne insertion and β-hydroxy elimination to provide the tetrasubstituted allenes.

Publisher URL: http://dx.doi.org/10.1021/acs.orglett.7b01415

DOI: 10.1021/acs.orglett.7b01415

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