A carboxylative Ni-catalyzed tandem C-C σ-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.
Merging C-C σ-bond activation of cyclobutanones with CO2 fixation via Ni-catalysis / Lombardi L.; Cerveri A.; Ceccon L.; Pedrazzani R.; Monari M.; Bertuzzi G.; Bandini M.. - In: CHEMICAL COMMUNICATIONS. - ISSN 1359-7345. - ELETTRONICO. - 58:25(2022), pp. 4071-4074. [10.1039/d2cc00149g]
Merging C-C σ-bond activation of cyclobutanones with CO2 fixation via Ni-catalysis
Lombardi L.;Cerveri A.;Ceccon L.;Pedrazzani R.;Monari M.;Bertuzzi G.
;Bandini M.
Conceptualization
2022
Abstract
A carboxylative Ni-catalyzed tandem C-C σ-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.| File | Dimensione | Formato | |
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