Nickel Catalyzed Carbonylation/Carboxylation Sequence via Double CO2 Incorporation

被引:6
|
作者
Giovanelli, Riccardo [1 ,2 ]
Lombardi, Lorenzo [1 ]
Pedrazzani, Riccardo [1 ,2 ]
Monari, Magda [1 ,2 ]
Reis, Marta Castineira [3 ]
Lopez, Carlos Silva [3 ]
Bertuzzi, Giulio [1 ,2 ]
Bandini, Marco [1 ,2 ]
机构
[1] Alma Mater Studiorum Univ Bologna, Dipartimento Chim Giacomo Ciamician, I-40129 Bologna, Italy
[2] Alma Mater Studiorum Univ Bologna, Ctr Chem Catalysis C3, Dipartimento Chim Giacomo Ciamician, I-40129 Bologna, Italy
[3] Univ Vigo, Dept Quim Organ, Vigo 36310, Spain
关键词
CARBON-DIOXIDE; CARBOXYLATION; ORGANOLITHIUM; CARBONYLATION; FIXATION; HALIDES; KETONES; TOLUENE; ACIDS;
D O I
10.1021/acs.orglett.3c02394
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
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 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 ((CO2)-C-13) experiments validate the genuine incorporation of CO2 in both functional groups.
引用
收藏
页码:6969 / 6974
页数:6
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