3-Trifluoromethylindoline-2-one derivatives were prepared in a visible-light photocatalytic transformation of acrylamides. The arylation-cyclization sequence was initiated

The introduction of trifluoroalkyl groups into aromatic molecules is an important transformation in the field of organic and medicinal chemistry. However, the direct installation of fluoroalkyl groups onto aromatic molecules still represents a challenging and highly demanding synthetic task. Herein, a simple trifluoroethylation process that relies on the palladium-catalyzed C-H activation of aromatic compounds is described. With the utilization of a highly active trifluoroethyl(mesityl)iodonium salt, the developed catalytic method enables the first highly efficient and selective trifluoroethylation of aromatic compounds. The robust catalytic procedure provides the desired products in up to 95 % yield at 25 °C in 1.5 to 3 hours and tolerates a broad range of functional groups. The utilization of hypervalent reagents opens new synthetic possibilities for direct alkylations and fluoroalkylations in the field of transition-metal-catalyzed C-H activation.

The term and concept of Ortho Effect (OE) is introduced for the description of steric effects in transition metal catalyzed directed ortho C–H activation reactions to explain and predict reactivities of substrates.

Development of direct late-stage installation of key fluorinated functional groups into aromatic systems is an important and challenging task of current organic chemistry. Herein, we report a novel palladium catalyzed trifluoroethylation process by C-H activation for the access of ortho trifluoroethylated aromatic ureas. The application of novel, highly active trifluoroethyl(mesityl)iodonium salt enables the efficient introduction of the trifluoroethyl group at 25 °C in 3 hours in high yields (up to 95%) with good functional group tolerance. Abstract: Development of direct late-stage installation of key fluorinated functional groups into aromatic systems is an important and challenging task of current organic chemistry. Herein, we report a novel palladium catalyzed

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This account aims to give a description of the usefulness of diaryliodonium salts in organic chemistry, including their synthesis and applications in the presence and absence of transition metal catalysts. Herein, we briefly summarize the structural properties and reactivity of diaryliodonium salts. We collected several applications of the hypervalent reagents including metal-free arylations of C, O, N and S nucleophiles. Synthesis and functionalization of aromatic and heteroaromatic systems via copper and palladium catalyzed transformations are also discussed in this account.

A new method has been developed for the synthesis of 2‐benzylpyrrolidines utilizing cross‐coupling and photoredox catalysis. Using a well‐established dual Ni–Ir system, we were able to successfully couple benzylsulfonium salts with proline utilizing radical forming through CO2 extrusion. This enabled the simple one‐step synthesis of 2‐benzylpyrrolidines from stable, inexpensive starting materials.

A convenient procedure for the synthesis of aryl(trifloxyalkenyl)iodonium triflate salts from commercially available (diacetoxyiodo)benzene, trimethylsilyl trifluoromethanesulfonate, and acetylenes under mild conditions was developed. The obtained multifunctional hypervalent vinyliodonium salts equipped with electrophilic and nucleophilic functions could serve as novel C2 synthons for organic transformations. The structure of the iodonium salts was identified by multidimensional NMR spectroscopy and X-ray crystallography.