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Palladium(II)-Catalyzed Tandem γ-C(sp2)–H Arylation and Cyclization for the Construction of Natural Product-Like Polycyclic Fused ortho-Quinone Scaffolds
Organic Letters ( IF 5.2 ) Pub Date : 2024-04-12 , DOI: 10.1021/acs.orglett.4c00900
Xingjun Li 1, 2 , Yu Chen 2, 3 , Xiong Xie 2, 3 , Jing Li 2, 3 , Jiang Wang 2, 4 , Hong Liu 1, 2, 3
Affiliation  

Here, we report a novel strategy for the direct construction of polycyclic fused ortho-quinone scaffolds through palladium(II)-catalyzed tandem γ-C(sp2)–H arylation and cyclization of arylglyoxals with aryl iodides. This transformation features unique tandem transient directing of γ-C(sp2)–H arylation and cyclization reaction mode, broad substrate scope, especially for the aromatic substrates containing oxygen and sulfur atoms, and avoiding the common issue of aromatization due to the construction of the hexatomic ring.

中文翻译:

钯(II)催化串联γ-C(sp2)–H芳基化和环化用于构建类天然产物多环稠合邻醌支架

在这里,我们报告了一种通过钯(II)催化的串联γ-C(sp 2 )–H芳基化以及芳基乙二醛与芳基碘化物的环化直接构建多环稠合醌支架的新策略。该转化具有独特的串联瞬态定向γ-C(sp 2 )–H芳基化和环化反应模式,底物范围广泛,特别是对于含有氧和硫原子的芳香族底物,并且避免了由于构建六原子环。
更新日期:2024-04-12
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