Merging C-C σ-bond activation of cyclobutanones with CO fixation Ni-catalysis.

Chem Commun (Camb)

Dipartimento di Chimica "Giacomo Ciamician", Alma Mater Studiorum, Università di Bologna, via Selmi 2, Bologna 40126, Italy.

Published: March 2022

A carboxylative Ni-catalyzed tandem C-C σ-bond activation of cyclobutanones followed by CO-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 AlCl is adopted as an additive. Manipulations of the targeted cyclic scaffolds and a mechanistic proposal based on experimental evidence complete the investigation.

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http://dx.doi.org/10.1039/d2cc00149gDOI Listing

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