1464149-60-7Relevant academic research and scientific papers
Amide-Directed Bay-Region Two-Step Annulative π-Extension (APEX) of Biphenyls and Terphenyls with Diaryliodonium Salts: Efficient Access to Polycyclic Aromatic Hydrocarbons
Peng, Qiong,Zhang, Wen,Zhao, Ke,Du, Yu,Feng, Chun,Wang, Bi-Qin,Fang, Dong-Mei,Chen, Xiao-Zhen,Ni, Hai-Liang,Xiang, Shi-Kai
, p. 206 - 212 (2020)
An amide-directed bay-region two-step annulative π-extension reaction of biphenyls and terphenyls with diaryliodonium salts has been developed. A variety of polycyclic aromatic hydrocarbons can be synthesized efficiently according to this approach, such as triphenylene, dibenzo[fg,op]tetracene, and tribenzo[fg,ij,rst]pentaphene derivatives. (Figure presented.).
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.
Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light
Bugaenko, Dmitry I.,Volkov, Alexey A.,Livantsov, Mikhail V.,Yurovskaya, Marina A.,Karchava, Alexander V.
supporting information, p. 12502 - 12506 (2019/09/16)
The visible-light-induced arylation of tertiary phosphines with aryl(mesityl)iodonium triflates to produce the quaternary phosphonium salts occurs under mild, metal, and catalyst-free conditions. Photo-excited EDA complexes between diaryliodonium salts an
N-Arylation of DABCO with Diaryliodonium Salts: General Synthesis of N-Aryl-DABCO Salts as Precursors for 1,4-Disubstituted Piperazines
Bugaenko, Dmitry I.,Yurovskaya, Marina A.,Karchava, Alexander V.
supporting information, p. 6389 - 6393 (2018/10/09)
Employing DABCO as a substrate, aryl(mesityl)iodonium triflates are introduced as arylating agents for a tertiary sp3-nitrogen. Mild conditions and exceptional selectivity of the aryl group transfer allow unprecedented N-aryl-DABCO salts to be obtained, bearing substituents of different electronic natures. This metal-free methodology has no analogy among known transition-metal-based reactions. The utility of isolated N-aryl-DABCO salts is demonstrated for the preparation of flibanserin.
A Modular Synthesis of 4-Aminoquinolines and [1,3] N-to-C Rearrangement to Quinolin-4-ylmethanesulfonamides
Oh, Kyung Hwan,Kim, Jin Gyeong,Park, Jin Kyoon
supporting information, p. 3994 - 3997 (2017/08/14)
A copper-catalyzed regiocontrolled three-component reaction afforded diversified 4-aminoquinolines using nitriles, diaryliodoniums, and ynamides. The C7-substituted regioisomers were formed regioselectively when meta-substituted phenyliodonium salts were used. [1,3] N-to-C rearrangement of the products to quinolin-4-ylmethanesulfonamides and simultaneous deprotection of benzyl and sulfonamide group were newly developed. Finally, antimalarial CK-2-68 was successfully prepared.
Halogen exchange via a halogenation of diaryliodonium salts with cuprous halide
Li, Jian,Liu, Li,Ding, Dong,Sun, Jiang-Tao
, p. 541 - 548 (2014/01/06)
An efficient halogenation reaction has been developed with diaryliodonium salts and cuprous halides. Various diaryliodonium salts 1 could perform the reaction with readily available CuBr or CuCl in CH3CN at 80°C, assembling bromoarenes or chloroarenes in up to 92% yields. This provides us a method for the transformation from iodoarenes to other haloarenes.
