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

来源：

ORGANIC LETTERS | 2023年 / 25卷 / 38期

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

页码：6969 / 6974

页数：6

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