Practical synthesis of isocoumarins via Rh(III)-catalyzed C-H activation/annulation cascade

被引：4
|
作者：
Gao, Qian-Ci [1 ,2 ]
Li, Yi-Fei [1 ,2 ]
Xuan, Jun [3 ]
Hu, Xiao-Qiang [1 ,2 ]
机构：
[1] South Cent Minzu Univ, Sch Chem & Mat Sci, Key Lab Catalysis & Energy Mat Chem, Wuhan 430074, Peoples R China
[2] South Cent Minzu Univ, Sch Chem & Mat Sci, Hubei Key Lab Catalysis & Mat Sci, Wuhan 430074, Peoples R China
[3] Anhui Univ, Coll Chem & Chem Engn, Anhui Prov Key Lab Chem Inorgan Organ Hybrid Funct, Hefei 230601, Anhui, Peoples R China
来源：
BEILSTEIN JOURNAL OF ORGANIC CHEMISTRY | 2023年 / 19卷
基金：
中国国家自然科学基金;
关键词：
C-H activation; enaminone; iodonium ylide; isocoumarin; rhodium catalysis; BENZOIC-ACIDS; FUNCTIONALIZATION; CYCLIZATION; ANNULATION; PHOTOREDOX; SYNTHONS; ACCESS;
D O I：
10.3762/bjoc.19.10
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Herein, we report an unprecedented Rh(III)-catalyzed C-H activation/annulation cascade of readily available enaminones with iodonium ylides towards the convenient synthesis of isocoumarins. This coupling system proceeds in useful chemical yields (up to 93%) via a cascade C-H activation, Rh-carbenoid migratory insertion and acid-promoted intramolecular annulation. The success of gram-scale reaction and diverse functionalization of isocoumarins demonstrated the synthetic utility of this protocol.
引用
收藏
页码：100 / 106
页数：7
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