Palladium-Catalyzed Tandem Reactions via Allene Intermediates for the Rapid Synthesis of a Fused Indenone–Indole Scaffold

作者：Shugao Zhu, Yuxuan Fang, Xin Yu, Rui Zhang, Shihan Liu, Yu Lan, Ruwei Shen · 发表于：Organic Letters · 年份：2025 · DOI：10.1021/acs.orglett.4c04450 · 被引用次数：7 · 研究领域：Catalytic Alkyne Reactions、Click Chemistry and Applications、Catalytic Cross-Coupling Reactions

A palladium-catalyzed tandem reaction of 1-(2-iodophenyl)-3-arylprop-2-yn-1-ones and 1-(2-azidophenyl)propargyl ethers is developed to provide the rapid construction of a fused polycyclic indenone-indole scaffold under mild conditions. The reaction proceeds via a highly ordered process involving Sonogashira coupling, propargyl-allenyl isomerization, allene-azide cycloaddition, denitrogenation, and diradical coupling. The proposed reaction mechanism is supported by experimental and computational studies.