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. - 58:25(2022), pp. 4071-4074. [10.1039/d2cc00149g]
Merging C-C σ-bond activation of cyclobutanones with CO2 fixation via Ni-catalysis
Cerveri A.;
2022-01-01
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.I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.


