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

被引:236
作者
Brenzovich, William E., Jr. [1 ]
Benitez, Diego [2 ]
Lackner, Aaron D. [1 ]
Shunatona, Hunter P. [1 ]
Tkatchouk, Ekaterina [2 ]
Goddard, William A., III [2 ]
Toste, F. Dean [1 ]
机构
[1] Univ Calif Berkeley, Dept Chem, Berkeley, CA 94720 USA
[2] CALTECH, Mat & Proc Simulat Ctr, Pasadena, CA USA
关键词
alkenes; C-C bond formation; cyclization; gold; homogeneous catalysis; INTERMOLECULAR ADDITION; ORGANOGOLD COMPLEXES; CARBON NUCLEOPHILES; MILD CONDITIONS; CARBOAMINATION; HYDROAMINATION; REARRANGEMENT; ISOMERIZATION; PYRROLIDINES; SELECTIVITY;
D O I
10.1002/anie.201002739
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical equation presented) 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 C-C bond-forming step is proposed, dppm= bis(diphenylphosphanyl) methane. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.
引用
收藏
页码:5519 / 5522
页数:4
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