Recent Advance of Transition-Metal-Catalyzed Tandem Carboxylation Reaction of Unsaturated Hydrocarbons with Organometallic Reagents and CO₂

Abstract

Carbon dioxide (CO 2 ), as a one-carbon synthon, has many advantages such as abundant, non-toxic, clean and so on. So the reactions using CO 2 as a one-carbon synthon have been widely concerned in organic chemistry. Transition-metalcatalyzed reaction of unsaturated hydrocarbons with CO 2 to produce carboxylic acid is one of the most commonly-used method to convert CO 2 , and organometallic reagents can be added to the reaction as reducing agent. This kind of reaction can be realized by the strategy of tandem reaction. In the reaction, the unsaturated hydrocarbons react with transition-metal catalysts and organometallic reagents to generate new organometallic reagents in situ first, and then complete carboxylation with CO 2 . Common organometallic reagents such as organozinc reagents, Grignard reagents, and organoaluminum reagents can all achieve this kind of carboxylation reaction. In this review, reactions are divided according to the type of unsaturated hydrocarbons, and each type can also be divided into hydrocarboxylation and carbocarboxylation. This review would introduce reaction according to this classification.