Recent advances in the electrochemically mediated chemical transformation of carbon dioxide

Abstract

CO2 as a classical C1 unit is often used in the synthesis of high value-added carboxylic acids and their derivatives in organic synthetic chemistry. There have been many reports in...

Synthesis of α-Chloroarylacetic Acid via Electrochemical Carboxylation of α,α-Dichloroarylmethane Derivatives

“…Whereas in THF no reaction occurred (Table 1, entry 5), other aprotic polar solvents such as DMF and DMA (Table 1, entries 6 and 7) allow the reaction to proceed in 17% and 42% NMR yields, respectively, of 6b, along with non-negligible amounts of 7b (11% and 20% NMR yields, respectively). DMA was thus chosen as the solvent to study the influence of the cathode on the reaction performances (Table 1, entries [8][9][10][11]. Among all cathodes tested, only stainless steel (SS) improved the NMR yield of 6b to 54%, while reducing the NMR yield of 7b to only 5% (s = 91%).…”

“…Therefore, several chemical methods were reported to have access to α-chlorophenylacetic acids (mainly oxidation of α-chloroaryl acetaldehydes [ 3 ] or chlorination of α-hydroxyarylacetic acid [ 4 ]) but none of them proved to be general ( Scheme 1 b). As far as electrochemical approaches are concerned, the electrocarboxylation reaction of α-chlorobenzyl derivatives has been extensively studied [ 5 , 6 , 7 , 8 , 9 , 10 , 11 ]. Contrariwise, the electrocarboxylation of α,α-dihalobenzyl species [ 12 ] and, more particularly, α,α-dichlorobenzyl species remains more elusive.…”

Effective Electrochemical Synthesis of an Important Fungicide Tetramethylthiuram Disulfide and Its Bioactive Analogues

“…In recent years, organic electrochemistry has been used more and more for conducting various redox processes due to the low cost and environmental friendliness of electric current. − Several methods can be applied in performing an electrochemical experiment . Usage of a three-electrode cell under constant potential conditions makes possible conducting oxidation/reduction steps quite selectively.…”

Catalyst- and Additive-Free Electrochemical CO2 Fixation into Morita–Baylis–Hillman Acetates

“…The use of eChem as a power supply for carboxylation reactions paves the way towards simpler, more efficient and more economical protocols for the valorization and fixation of CO 2 . 6 Indeed, eChem, using electricity alone as a sufficient power supply, can effectively generate transient nucleophilic species that are capable of trapping CO 2 for subsequent conversion into value-added functionalized carboxylic acids (Scheme 1a). 7 In continuation with our ongoing interest addressing the synthetic valorization of CO 2 8 and the electrochemical manipulation of Morita-Baylis-Hillman (MBH) acetates 1, 9 we envisioned the possibility of merging these approaches documenting cathodic reduction 10 of MBH derivatives 1 and subsequent CO 2 trapping.…”