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Palladium-catalyzed synthesis of arylamines from aryl halides. Mechanistic studies lead to coupling in the absence of tin reagents

作者:Janis Louie, John F. Hartwig · 发表于:Tetrahedron Letters · 年份:1995 · DOI:10.1016/0040-4039(95)00605-c · 被引用次数:911 · 研究领域:Catalytic Cross-Coupling Reactions、Catalytic C–H Functionalization Methods、Coordination Chemistry and Organometallics

The reaction of aryl halides with secondary amines in the presence of silylamide base and tri-o-tolyphopshine palladium complexes gives arylamine products. This process provides a convenient method for performing these hetero-cross coupling reactions without the necessity for forming tin amides and disposing of tin halides. This reaction follows from a mechanistic analysis of the coupling reaction with tin amides and occurs as a result of the cleavage of palladium aryl halide dimers with secondary amines.