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.
Lombardi L., Cerveri A., Ceccon L., Pedrazzani R., Monari M., Bertuzzi G., et al. (2022). Merging C-C σ-bond activation of cyclobutanones with CO2 fixation via Ni-catalysis. CHEMICAL COMMUNICATIONS, 58(25), 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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d2cc00149g.pdf
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