Room Temperature Decarboxylative and Oxidative [2+2+2] Annulation of Benzoic Acids with Alkynes Catalyzed by an Electron-Deficient Rhodium(III) Complex

被引：35
作者：
Honjo, Yusaku [1 ]
Shibata, Yu [1 ]
Kudo, Eiji [1 ]
Namba, Tomoya [1 ]
Masutomi, Koji [1 ]
Tanaka, Ken [1 ]
机构：
[1] Tokyo Inst Technol, Dept Chem Sci & Engn, Meguro Ku, Tokyo 1528550, Japan
来源：
CHEMISTRY-A EUROPEAN JOURNAL | 2018年 / 24卷 / 02期
关键词：
2+2+2] annulation; C-H functionalization; cyclopentadienyl; decarboxylation; rhodium;
D O I：
10.1002/chem.201703928
中图分类号：
O6 [化学];
学科分类号：
0703 ;
摘要：
It has been established that an electron-deficient ((5)-cyclopentadienyl)rhodium(III) [(CpRhIII)-Rh-E] complex is capable of catalyzing the decarboxylative and oxidative [2+2+2] annulation of benzoic acids with alkynes to produce substituted naphthalenes at room temperature. The appropriate choice of the additive and the solvent is crucial for this transformation. This catalyst system allowed use of oxygen as a terminal oxidant and broadened the substrate scope including both aromatic and aliphatic alkynes. In this catalysis, the electron deficient nature of the (CpRhIII)-Rh-E catalyst would cause the strong rhodium- interaction, which accelerates the decarboxylation as well as the C-H bond cleavage.
引用
收藏
页码：317 / 321
页数：5
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