钯催化芳基卤化物与炔烃的级联去芳构化螺环化反应及C-H环化反应
Palladium-Catalyzed Cascade Dearomative Spirocyclization and C-H Annulation of Aromatic Halides with Alkynes.
作者信息
Liao Xingrong, Zhou Fulin, Bin Zhengyang, Yang Yudong, You Jingsong
机构信息
Key Laboratory of Green Chemistry and Technology of Ministry of Education, College of Chemistry, Sichuan University, 29 Wangjiang Road, Chengdu 610064, P. R. China.
出版信息
Org Lett. 2021 Jun 16. doi: 10.1021/acs.orglett.1c01736.
Described herein is a palladium-catalyzed intermolecular dearomative annulation of aryl halides with alkynes, which provides a rapid approach to a class of structurally unique spiroembedded polycyclic aromatic compounds. The cascade process is accomplished by a sequential alkyne migratory insertion, Heck-type dearomatization, and C-H bond annulation. Further optoelectronic study indicated this fused spirocyclic scaffold could be a potential host material for OLEDs, as exemplified by a fabricated red PhOLED device with a maximum external quantum efficiency of 23.0%.
本文描述了一种钯催化的芳基卤化物与炔烃的分子间脱芳环环化反应，该反应为一类结构独特的螺环嵌入多环芳烃化合物提供了一种快速合成方法。该串联过程通过炔烃的迁移插入、Heck型脱芳环化和C-H键环化依次完成。进一步的光电研究表明，这种稠合螺环骨架可能是有机发光二极管（OLED）的潜在主体材料，例如，制备的红色磷光OLED器件的最大外量子效率为23.0%。
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