Palladium-catalyzed aryl amination-heck cyclization cascade: A one-flask approach to 3-substituted Indoles

被引:139
作者
Jensen, Thomas [1 ]
Pedersen, Henrik [2 ]
Bang-Andersen, Benny [2 ]
Madsen, Robert [1 ]
Jorgensen, Morten [2 ]
机构
[1] Tech Univ Denmark, Dept Chem, Ctr Sustainable & Green Chem, DK-2800 Lyngby, Denmark
[2] H Lundbeck & Co AS, DK-2500 Copenhagen, Denmark
关键词
amination; Heck reaction; indoles; palladium; phosphane ligands;
D O I
10.1002/anie.200703763
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Equation Presented) Two for the price of one: A Pd/dppf-based catalyst provides access to the title compounds from 1,2-dihalogenated aromatic compounds and allylic amines in a single reaction flask. The initial aryl amination step occurs with excellent selectivity for the aryl iodide to ensure the formation of a single indole regioisomer, which can be functionalized in situ by N-arylation (see scheme). dba = dibenzylideneacetone, dppf = 1,1′-bis(diphenylphospanyl)ferrocene. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:888 / 890
页数:3
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