Redox-Neutral Cross-Coupling Amination with Weak N-Nucleophiles: Arylation of Anilines, Sulfonamides, Sulfoximines, Carbamates and Imines via Nickelaelectrocatalysis was written by Zhu, Chen;Kale, Ajit Prabhakar;Yue, Huifeng;Rueping, Magnus. And the article was included in JACS Au in 2021.Category: alcohols-buliding-blocks This article mentions the following:
A nickel-catalyzed cross-coupling amination of aryl halides/aryl tosylates with weak nitrogen nucleophiles including anilines, sulfonamides, sulfoximines, carbamates and imines via concerted paired electrolysis was described to provide substituted amines Ar1NHAr2 [Ar1 = 4-MeC6H4, 4-NCC6H4, 4-tBuC6H4, etc.; Ar2 = Ph, 2-naphthyl, 4-MeC6H4, etc.] and aryl sulfonamides Ar3NRSO2R1 [Ar3 = 2-MeC6H4, 4-NCC6H4, 4-tBuC6H4, etc.; R = H, Me R1 = Me, Bn, 4-MeC6H4, etc.]. Notably, electron-deficient anilines and sulfonamides were also suitable substrates. Interestingly, when benzophenone imine was applied in the arylation, the product selectivity toward the formation of amine and imine product could be addressed by a base switch. In addition, the a.c. mode could be successfully applied. DFT calculations supported a facilitated reductive elimination pathway. In the experiment, the researchers used many compounds, for example, 2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4Category: alcohols-buliding-blocks).
2-(4-Bromophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (cas: 68716-49-4) belongs to alcohols. Because alcohols are easily synthesized and easily transformed into other compounds, they serve as important intermediates in organic synthesis. Grignard and organolithium reagents are powerful tools for organic synthesis, and the most common products of their reactions are alcohols.Category: alcohols-buliding-blocks
Referemce:
Alcohol – Wikipedia,
Alcohols – Chemistry LibreTexts