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Gold-Catalyzed Intramolecular Aminoarylation of Alkenes: C-C Bond Formation through Bimolecular Reductive Elimination

William E., Jr. Brenzovich, Diego Benítez, Aaron D. Lackner, Hunter P. Shunatona, Ekaterina Tkatchouk, William A. Goddard III, F. Dean Toste

2010Angewandte Chemie International Edition in English, 49(32), 5519-5522

Abstract

Gold-ilocks and the 3 mol % catalyst: Bimetallic gold bromides allow the room temperature aminoarylation of unactivated terminal olefins with aryl boronic acids using Selectfluor as an oxidant. A catalytic cycle involving gold(I)/gold(III) and a bimolecular reductive elimination for the key CC bond-forming step is proposed. dppm= bis(diphenylphosphanyl)methane.

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Brenzovich, W. E. J., Benítez, D., Lackner, A. D., Shunatona, H. P., Tkatchouk, E., III, W. A. G., & Toste, F. D. (2010). Gold-Catalyzed Intramolecular Aminoarylation of Alkenes: C-C Bond Formation through Bimolecular Reductive Elimination. *Angewandte Chemie International Edition in English*, *49*(32), 5519-5522. https://doi.org/10.1002/chin.201050030