Distinct Reactivity of Pd(OTs)<sub>2</sub>: The Intermolecular Pd(II)-Catalyzed 1,2-Carboamination of Dienes

Chris E. Houlden, Chris D. Bailey, J. Gair Ford, Michel R. Gagné, Guy C. Lloyd‐Jones, Kevin I. Booker‐Milburn

Journal of the American Chemical Society · 2008 · 324 citations · 28 references

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Abstract

A Pd-catalyzed intermolecular 1,2-carboamination route to indolines from N-aryl ureas and 1,3-dienes that proceeds under mild conditions in relatively nonacidic media, is presented. The in situ generation, or preformation, of a palladium tosylate emerges as a key parameter in gaining the requisite reactivity for the C-H insertion/carbopalladation/nucleophilic displacement process.

References

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