1232133-62-8Relevant articles and documents
Refining boron-iodane exchange to access versatile arylation reagents
Karandikar, Shubhendu S.,Stuart, David R.
supporting information, p. 1211 - 1214 (2022/02/03)
Aryl(Mes)iodonium salts, which are multifaceted aryl transfer reagents, are synthesized via boron-iodane exchange. Modification to both the nucleophilic (aryl boron) and electrophilic (mesityl-λ3-iodane) reaction components results in improved yield and faster reaction time compared to previous conditions. Mechanistic studies reveal a pathway that is more like transmetallation than SEAr.
N1- and N3-Arylations of Hydantoins Employing Diaryliodonium Salts via Copper(I) Catalysis at Room Temperature
Abha Saikia, Raktim,Barman, Dhiraj,Dutta, Anurag,Jyoti Thakur, Ashim
supporting information, p. 400 - 410 (2020/12/17)
Copper(I)-catalyzed N-arylation (both N1- and N3-) of hydantoins with diaryliodonium salts as aryl partners at room temperature is reported. The transformation allows diverse scopes on both hydantoins and diaryliodonium salts deliver
Versatile and base-free copper-catalyzed α-arylations of aromatic ketones using diaryliodonium salts
Bouquin, Maxime,Jaroschik, Florian,Taillefer, Marc
supporting information, (2021/06/11)
A ligand and base-free copper catalyzed synthetic method for the efficient α-arylation of aromatic ketones is described. In order to avoid strong bases, ketone-derived silyl enol ethers were employed. Their reaction with diaryliodonium salts as aryl source provided the intermolecular C–C coupling displaying good functional group tolerance and requiring low catalyst loading.
Flow Synthesis of Diaryliodonium Triflates
Laudadio, Gabriele,Gemoets, Hannes P. L.,Hessel, Volker,No?l, Timothy
, p. 11735 - 11741 (2017/11/24)
A safe and scalable synthesis of diaryliodonium triflates was achieved using a practical continuous-flow design. A wide array of electron-rich to electron-deficient arenes could readily be transformed to their respective diaryliodonium salts on a gram scale, with residence times varying from 2 to 60 s (44 examples).
Copper-mediated trifluoromethylation of diaryliodonium salts with difluoromethyltriflate
Yang, Jing-Yun,Xu, Xiu-Hua,Qing, Feng-Ling
, p. 45 - 51 (2016/05/09)
The reaction of diaryliodonium salts with difluoromethyltriflate in the presence of TBAT and CuTC gave the corresponding trifluoromethylated arenes in moderate yields. Compared to other difluorocarbene-derived trifluoromethylation reactions, the current one proceeded at mild reaction conditions (room temperature) within short reaction time (5 min).
A mild carbon-boron bond formation from diaryliodonium salts
Miralles,Romero,Fernández,Mu?iz
supporting information, p. 14068 - 14071 (2015/09/15)
The direct metal-free borylation of diaryliodonium salts with diboron reagents is now demonstrated to be a feasible process toward formation of aryl boronic esters without any additive or catalysts, and it can be extended to a two-step C-C coupling of both aryl groups of the initial diaryliodonium reagent.
Copper-mediated trifluoromethylation of diaryliodonium salts with TMSCF3 at room temperature
Yang, Jing-Yun,Xu, Xiu-Hua,Qing, Feng-Ling
, p. 175 - 180 (2015/10/20)
A convenient method for the preparation of trifluoromethylated arenes from the reaction of diaryliodonium salts with TMSCF3 in the presence of CuBF4·(MeCN)4 and KF at room temperature within 25 min was developed. This reaction provides a valuable complement to the previously established trifluoromethylation methods.