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.
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.
Lombardi L.; Cerveri A.; Ceccon L.; Pedrazzani R.; Monari M.; Bertuzzi G.; Bandini M.
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Utilizza questo identificativo per citare o creare un link a questo documento: http://hdl.handle.net/11585/889135
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