Merging C-C σ-bond activation of cyclobutanones with CO2 fixation via Ni-catalysis

被引:16
|
作者
Lombardi, Lorenzo [1 ,2 ]
Cerveri, Alessandro [1 ]
Ceccon, Leonardo [1 ]
Pedrazzani, Riccardo [1 ,2 ]
Monari, Magda [1 ,2 ]
Bertuzzi, Giulio [1 ,2 ]
Bandini, Marco [1 ,2 ]
机构
[1] Univ Bologna, Alma Mater Studiorum, Dipartimento Chim Giacomo Ciamician, Via Selmi 2, I-40126 Bologna, Italy
[2] Univ Bologna, Ctr Chem Catalysis C3, Alma Mater Studiorum, Via Selmi 2, I-40126 Bologna, Italy
关键词
UNSATURATED-HYDROCARBONS; CARBOXYLATION; CARBON; CLEAVAGE; RECEPTOR; ALLENES; PHASE; RING; SITE;
D O I
10.1039/d2cc00149g
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A carboxylative Ni-catalyzed tandem C-C sigma-bond activation of cyclobutanones followed by CO2-electrophilic trapping is documented as a direct route to synthetically valuable 3-indanone-1-acetic acids. The protocol shows an adequate functional group tolerance and useful chemical outcomes (yield up to 76%) when AlCl3 is adopted as an additive. Manipulations of the targeted cyclic scaffolds and a mechanistic proposal based on experimental evidence complete the investigation.
引用
收藏
页码:4071 / 4074
页数:4
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