Cu(0)/Selectfluor体系催化的邻芳基磺酰亚胺的串联环化/芳构化反应：一种简便合成6H-菲啶的方法（英文）

Copper(0)/Selectfluor System-Catalyzed Tandem Annulation/Aromatization of o-Aryl Benzenesulfonylimides: A Facile Synthesis of 6H-Phenanthridines

发展了Cu(0)/Selectfluor体系催化的邻芳基磺酰亚胺的串联环化/芳构化反应,于温和的反应条件下以中等到良好的产率简便、高效地构建了一系列6H-菲啶类化合物.机理研究表明,反应的关键步骤经历了由Cu(0)/Selectfluor体系现场原位产生XCuOH(X=F,BF4)物种,进而诱导对C=N键的羟铜化反应和分子内C—H键胺化反应,从而合成了6H-菲啶类化合物.

A facile and efficient method for the synthesis of 6H-phenanthridines has been successfully developed involving a copper(0)/Selectfluor system-catalyzed tandem annulation/aromatization of o-aryl benzenesulfonylimides.A variety of substituted 6H-phenanthridines were synthesized in moderate to good yields under mild reaction conditions.Mechanistic experiments revealed that the reaction might involve an oxycupration of C=N bond followed by an intramolecular C—H bond amination as the key steps triggered by an in situ generated copper species XCuOH(X=F or BF4)from the Cu(0)/Selectfluor system.