Sustainable electrochemical C(sp3) − H oxygenation using water as the oxygen source

Single‐Atom Iron Catalyst as an Advanced Redox Mediator for Anodic Oxidation of Organic Electrosynthesis

“…Electrooxidation enabled the generation of acyl radicals, enabling the electrochemical desaturation β ‐acylation of cyclic N ‐arylamines (Scheme 1d, TON up to 4875, 1100 times higher than that reported in the literature) [63] . Sustainable electrochemistry, utilizing water as the oxygen source, facilitated the aldolization of methyl groups (Scheme 1e, TON up to 5688, 810 times higher than that reported in the literature) [64] . Furthermore, the synthesis of benzazoles was achieved by reacting aldehyde intermediates with O‐ substituted anilines via C−O bond breaking (Scheme 1f, TON up to 4125, 470 times higher than that reported in the literature) [65] .…”

“…[63] Sustainable electrochemistry, utilizing water as the oxygen source, facilitated the aldolization of methyl groups (Scheme 1e, TON up to 5688, 810 times higher than that reported in the literature). [64] Furthermore, the synthesis of benzazoles was achieved by reacting aldehyde intermediates with O-substituted anilines via CÀ O bond breaking (Scheme 1f, TON up to 4125, 470 times higher than that reported in the literature). [65] Lastly, the synthesis of 1naphthols with polysubstituted furan skeletons was accomplished through the intermolecular cyclization of 1,3-unsaturated carbon radical intermediates with alkynes and linkages (Scheme 1g-1h).…”

Selective Oxidative Cleavage of Benzyl C–N Bond under Metal-Free Electrochemical Conditions

“…C(sp 3 )-H bond oxidation reactions are important for the preparation of high-valueadded compounds, such as ketones, esters, amides, and aldehydes, from simple and readily available alkanes. They are an important class of transformations in organic synthesis [1][2][3][4][5][6][7]. Among them, aldehyde compounds are a class of highly valuable compounds in organic chemistry not only present in various natural products but also widely used in the synthesis of drugs and fine chemicals [8][9][10][11][12].…”

Electrochemical decarboxylative alkylation of β-ketoacids with phenol derivatives

“…Phenol derivatives have a wide range of applications in materials science, 23 synthetic chemistry 24 and the pharmaceutical industry. 25 In particular, para -substituted phenols are key structural units of natural products, such as epigallocatechin gallate, 26 which has strong antioxidant properties, myristinin A 27…”

“…In recent years, Xu's group reported the alkylation and acylation of C(sp 3 )–H of phenol derivatives by an environmentally friendly and safe electrocatalytic method without metals and external oxidants, thus obtaining more valuable phenolic derivatives. 31 Inspired by our previous work, 32 although many (Csp 3 –H) modifications of phenol derivatives have been developed, there is still a great need for the development of simple and economical methods for the electrooxidative alkylation reactions of phenol with other compounds to complement the strong potential for the organic-electrical synthesis of phenol derivatives. Recently, our group revealed a new strategy for the formation of C–C bonds by direct electrooxidation of phenol derivatives and β-ketoacid via decarboxylation cross-coupling under metal- and oxidant-free conditions.…”