Access to Functionalized Indenes via Palladium-Catalyzed Homolytic Cleavage of a Furan C-O Bond

被引：1
|
作者：
Jiang, Kai [1 ]
Zeng, Guohui [1 ]
Xie, Xinyue [1 ]
Luo, Hui [2 ]
Fan, Qi [1 ]
Yin, Biaolin [1 ]
机构：
[1] South China Univ Technol SCUT, Sch Chem & Chem Engn, Key Lab Funct Mol Engn Guangdong Prov, Guangzhou 510640, Peoples R China
[2] Guangzhou Addenda Chem Corp Ltd, Guangzhou 510663, Peoples R China
来源：
ADVANCED SYNTHESIS & CATALYSIS | 2024年 / 366卷 / 17期
关键词：
homolytic cleavage; C-O bond; excited-palladium catalysis; furan; indene; SMILES REARRANGEMENT; CYCLOISOMERIZATION; CYCLIZATION; INDOLES;
D O I：
10.1002/adsc.202400297
中图分类号：
O69 [应用化学];
学科分类号：
081704 ;
摘要：
A photoinduced palladium-catalyzed ring-opening hydroarylation of furans to form functionalized indenes was achieved via an intramolecular reductive coupling of aryl bromide with furan using silane as the reductant. Deuterium tracking and DFT analysis revealed a reasonable reaction pathway involving: 1) the homolytic cleavage of the furan C-O bond induced by the alpha-allyl radical; 2) a 1,6-H atom transfer from carbon to oxygen. image
引用
收藏
页码：3597 / 3602
页数：6
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