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.
2023
Riccardo Giovanelli, L.L. (2023). Nickel Catalyzed Carbonylation/Carboxylation Sequence via Double CO2 Incorporation. ORGANIC LETTERS, 25, 6969-6974 [10.1021/acs.orglett.3c02394].
Riccardo Giovanelli, Lorenzo Lombardi, Riccardo Pedrazzani, Magda Monari, Marta Castiñeira Reis, Carlos Silva López, Giulio Bertuzzi, Marco Bandini...espandi
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11585/950992
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