Electrochemical two-electron oxygen reduction reaction (ORR) induced aerobic oxidation of α-diazoesters

Abstract

Electrochemical oxygen reduction reaction (ORR) is a powerful tool for introducing oxygen functional groups in synthetic chemistry. However, compared with the well-developed one-electron oxygen reduction process, the applications of two-electron...

Electrochemical S–H and O–H insertion reactions from thiols or salicylic acids with diazo esters

“…Based on the above evidence and literature reports, 29 a plausible mechanism is proposed for the S–H insertion reaction, as shown in Scheme 6. Firstly, thiophenol 2 was converted to the sulfur radical A through the single-electron-oxidation which rapidly dimerized to form disulfide B .…”

An Electrochemical Oxo‐amination of 2H‐Indazoles: Synthesis of Symmetrical and Unsymmetrical Indazolylindazolones

“…To remove this ambiguity, we carried out the reaction in inert atmosphere with H 2 O 2 but trace amount of product was found (Scheme 5f). The yield of the product remained unalter by the addition of 20 mol% MnO 2 (for decomposition of H 2 O 2 ) (Scheme 5g) [14] . These indicate that the reactive element is superoxide ion or hydroperoxyl radical not H 2 O 2 .…”

“…The yield of the product remained unalter by the addition of 20 mol% MnO 2 (for decomposition of H 2 O 2 ) (Scheme 5g). [14] These indicate that the reactive element is superoxide ion or hydroperoxyl radical not H 2 O 2 . Again, to validate the superoxide formation, a reaction was conducted with potassium superoxide (KO 2 ) under N 2 atmosphere in dry CH 3 CN solvent.…”

“…As expected, with the use of ClCF 2 COONa the conversion dropped pointedly, demonstrating that the formation of product is highly depended on the protonation of 2H-indazole (Table 1, entry 10). Further optimization of different solvents revealed that CH 3 CN was best for this protocol (Table 1, entries [11][12][13][14][15][16][17]. Notably, other electrode systems like C(+) j C(À ), C(+) j Ni(À ), C(+) j Steel(À ) and Pt(+) j Pt(À ) were not as effective as C(+) j Pt(À ) system (Table 1, entries [18][19][20][21].…”