Palladium-catalyzed three-component approach to promazine with formation of one carbon-sulfur and two carbon-nitrogen bonds

被引:109
作者
Dahl, Troels [2 ]
Tornoe, Christian W. [1 ]
Bang-Andersen, Benny [1 ]
Nielsen, Poul [2 ]
Jorgensen, Morten [1 ]
机构
[1] Med Chem Res, DK-2500 Copenhagen, Denmark
[2] Univ So Denmark, Dept Chem, DK-5270 Odense, Denmark
关键词
aryl amination; homogeneous catalysis; multicomponent reactions; palladium; sulfur heterocycles;
D O I
10.1002/anie.200705209
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
(Chemical Presented) Zip it up! The use of a Pd/dppf catalyst gives access to the tricyclic phenothiazine scaffold starting from 1-bromo-2-iodobenzenes, aliphatic or aromatic amines, and 2-bromothiophenols in a single reaction flask (see scheme; dppf=1,1′-bis(diphenylphosphanyl) ferrocene; dba=dibenzylidineacetone). This transformation involves thioether formation and subsequent intermolecular and intramolecular aryl amination reactions. The reaction occurs in good overall yield and selectivity. © 2008 Wiley-VCH Verlag GmbH & Co. KGaA.
引用
收藏
页码:1726 / 1728
页数:3
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