26018-88-2Relevant academic research and scientific papers
One-pot synthesis of diaryliodonium salts from arenes and aryl iodides with Oxone-sulfuric acid
Soldatova, Natalia,Postnikov, Pavel,Kukurina, Olga,Zhdankin, Viktor V.,Yoshimura, Akira,Wirth, Thomas,Yusubov, Mekhman S.
supporting information, p. 849 - 855 (2018/04/30)
A facile synthesis of diaryliodonium salts utilizing Oxone as versatile and cheap oxidant has been developed. This method shows wide applicability and can be used for the preparation of iodonium salts containing electron-donating or electron-withdrawing groups in good yields. In addition, this procedure can be applied to the preparation of symmetric iodonium salts directly from arenes via a one-pot iodination-oxidation sequence.
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.
CuBr catalyzed C-N cross coupling reaction of purines and diaryliodonium salts to 9-arylpurines
Niu, Hong-Ying,Xia, Chao,Qu, Gui-Rong,Zhang, Qian,Jiang, Yi,Mao, Run-Ze,Li, De-Yang,Guo, Hai-Ming
supporting information; experimental part, p. 5039 - 5042 (2011/08/07)
CuBr was found to be an efficient catalyst for the C-N cross coupling reaction of purine and diaryliodonium salts. 9-Arylpurines were synthesized in excellent yields with short reaction times (2.5 h). The method represents an alternative to the synthesis of 9-arylpurines via Cu(ii) catalyzed C-N coupling reaction with arylboronic acids as arylating agents. The Royal Society of Chemistry 2011.
Facile syntheses of symmetrical diaryliodonium salts from various arenes, with sodium metaperiodate as the coupling reagent in acidic media
Kraszkiewicz, Lukasz,Skulski, Lech
experimental part, p. 2373 - 2380 (2009/04/14)
An easy, inexpensive, safe, and effective preparative procedure to obtain symmetrical diaryliodonium bromides (in 17-88% crude yields) from various arenes is presented in this paper. A novel method for the in situ preparation of iodosyl sulfate (Chretien's reagent) is given. Eleven exemplary crude diaryliodonium bromides were readily oxidatively metathesized with 40% aqueous tetrafluoroboric acid and 30% aqueous hydrogen peroxide (in boiling acetone, used both as a solvent and 'halogen scavenger') to give pure diaryliodonium tetrafluoroborates in 15-85% yields. Georg Thieme Verlag Stuttgart.
A short-cut synthesis of diaryliodonium bromides followed by oxidative anion metatheses
Kazmierczak,Skulski
, p. 1027 - 1032 (2007/10/02)
This paper reports a one-pot synthesis of the title bromides (in 20-88% crude yields) from iodoarenes oxidized with the CrO3/AcOH/Ac2O/H2SO4 liquid mixture, then coupled in situ with arenes and, finally, precipitated out with a KBr solution. Similarly, diaryliodonium perchlorates and iodides are obtained in 40-89% crude yields. Oxidative anion metatheses in the crude title bromides produce the respective pure diaryliodonium tetrafluoroborates, tosylates, trifluoroacetates, hydrosulfates, nitrates, and chlorides in 57-80% yields. These new preparative procedures are easier and shorter than many earlier methods.
