A carbonylation/carboxylation synthetic sequence, via double CO2 fixation, is described. The productive merger of a Ni-catalyzed cross-electrophile coupling manifold with the use of AlCl3, triggered a cascade reaction with the formation of three consecutive C-C bonds, in a one single operation. This strategy traces an unprecedented synthetic route to ketones under Lewis acid assisted carbon dioxide valorization. Computational insights revealed a unique double function of AlCl3 and labeling (13CO2) experiments validate the genuine incorporation of CO2 in both functional groups.
Riccardo Giovanelli, L.L. (2023). Nickel Catalyzed Carbonylation/Carboxylation Sequence via Double CO2 Incorporation. ORGANIC LETTERS, 25, 6969-6974 [10.1021/acs.orglett.3c02394].
Nickel Catalyzed Carbonylation/Carboxylation Sequence via Double CO2 Incorporation
Riccardo Giovanelli;Lorenzo Lombardi;Riccardo Pedrazzani;Magda Monari;Giulio Bertuzzi
Conceptualization
;Marco Bandini
Conceptualization
2023
Abstract
A carbonylation/carboxylation synthetic sequence, via double CO2 fixation, is described. The productive merger of a Ni-catalyzed cross-electrophile coupling manifold with the use of AlCl3, triggered a cascade reaction with the formation of three consecutive C-C bonds, in a one single operation. This strategy traces an unprecedented synthetic route to ketones under Lewis acid assisted carbon dioxide valorization. Computational insights revealed a unique double function of AlCl3 and labeling (13CO2) experiments validate the genuine incorporation of CO2 in both functional groups.File | Dimensione | Formato | |
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OrgLett-23 (Ni).pdf
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ol3c02394_si_001.pdf
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