Palladium-catalyzed anilide ortho-arylation and subsequent one-pot cyclization to phenanthridines

被引:113
作者
Shabashov, Dmitry [1 ]
Daugulis, Olafs [1 ]
机构
[1] Univ Houston, Dept Chem, Houston, TX 77204 USA
关键词
C-H BONDS; CROSS-COUPLING REACTIONS; 6-SUBSTITUTED PHENANTHRIDINES; ARYL; ACTIVATION; DERIVATIVES; ALKYLATION; COMPLEXES; ACID; ALKENYLATION;
D O I
10.1021/jo701387m
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[GRAPHICS] The palladium-catalyzed direct arylation of anilides possessing several N-acyl substituents has been demonstrated. Removal of the acyl group by base hydrolysis allows a short and efficient synthesis of 2-aryl or 2,6-diarylanilines. The method is functional group tolerant and allows the presence of chloride and bromide substituents on both the anilide and aryl iodide coupling components. The arylation products can be converted to phenanthridines by the reaction with trifluoroacetic anhydride.
引用
收藏
页码:7720 / 7725
页数:6
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