Silver-Mediated <i>N</i>‑Trifluoromethylation of Sulfoximines

An unprecedented approach to <i>N</i>-trifluoromethylations of electron-rich nucleophilic sites following a radical pathway is reported. Accordingly, various sulfoximines (19 examples) have been <i>N</i>-trifluoromethylated, providing previously unreported products with satisfying functionality tolerance in moderate to good yields. With a C–N bond length at the N–CF₃ moiety of 1.341 Å the respective linkage is shorter than a traditional C–N single bond and comparable with that of a C–N double bond

Copper-Catalyzed <i>N</i>‑Cyanation of Sulfoximines by AIBN

The direct copper-catalyzed <i>N</i>-cyanation of sulfoximines was achieved by using AIBN as a safe cyanide source. It represents a simple and environmentally benign procedure for the construction of the N–CN bond. Furthermore, some <i>sec</i>-amines can also be tolerated well under this procedure

Modular Synthesis of 1,2-Benzothiazines and 1,2-Benzothiazine 1‑Imines via Palladium-Catalyzed C–H/C–C Activation Reactions

In this study, a modular approach toward cyclic sulfoximines and sulfondiimines via palladium-catalyzed intramolecular C–H/C-C activation reactions was reported. Various 1,2-benzothiazines including bicyclic, tricyclic, highly fused ones, ones of the seven-membered ring, along with 1,2-benzothiazine 1-imines were accessed in good yields. KIE experiment demonstrated that the C–H bond cleavage at the position ortho to the sulfoximine group is not the rate-determining step in the coupling reaction

Regio- and Diastereoselective Hydrophosphination and Hydroamidation of <i>gem</i>-Difluorocyclopropenes

In this study, concise, efficient, and modular hydrophosphinylation and hydroamidation of gem-difluorocyclopropenes were disclosed in a mild and transition-metal-free pattern. Through this approach, phosphorus, and nitrogen-containing gem-difluorocyclopropanes were produced in moderate to good yields with excellent regio- and diastereoselectivity. Readily available gem-difluorocyclopropenes and nucleophilic reagents, along with inexpensive inorganic bases, were employed. Multiple synthetic applications, including gram-scale and derivatization reactions and modification of bioactive molecules, were subsequently elaborated