Scalable electrochemical synthesis of diaryliodonium salts
نویسندگان
چکیده
منابع مشابه
Regiospecific reductive elimination from diaryliodonium salts.
StereoElectronic Control of Unidirectional Reductive Elimination (SECURE) is provided by the cyclophane substituent on iodine(III). Computational and experimental studies demonstrate that out of plane steric bulk strongly destabilizes the reductive elimination transition state, and leads to regiochemical control. This approach should be general for high valent main group and transition metal ions.
متن کاملFluoride-Promoted Ligand Exchange in Diaryliodonium Salts.
Diaryliodonium salts are shown to undergo rapid, fluoride-promoted aryl exchange reactions at room temperature in acetonitrile. Aryl exchange is shown to be exquisitely sensitive to the concentration of fluoride ion in solution; fast exchange is observed as the fluoride concentration approaches a stoichiometric amount at 50 mM substrate concentration. The reaction is slowed, but not halted if b...
متن کاملCopper-catalyzed regioselective reaction of internal alkynes and diaryliodonium salts.
The copper-catalyzed highly regioselective reaction of internal alkynes with diaryliodonium salts was achieved for the first time. α-Arylketones were obtained in moderate to good yields from arylpropargylic alcohols or aryl alkyl alkynes under mild conditions. It was found that the two kinds of substrates underwent two different arylation-oxygenation pathways under different reaction conditions...
متن کاملPalladium-catalyzed synthesis of N-arylated carbazoles using anilines and cyclic diaryliodonium salts
The direct synthesis of N-arylated carbazoles through a palladium-catalyzed amination of cyclic iodonium salts with anilines is described. In particular, electron-poor aniline derivatives reacted smoothly with only 5 mol % of Pd(OAc)2 as catalyst to give the desired products in up to 71% yield. Furthermore, the reactivity of cyclic iodonium salts is compared with the reactivity of the correspon...
متن کاملSynthesis of phenanthridine derivatives via cascade annulation of diaryliodonium salts and nitriles.
A cascade coupling reaction toward a variety of phenanthridine derivatives has been developed. This cascade transformation proceeds via the copper-catalyzed coupling reaction of diaryliodonium salts and nitriles, and undergoes cyclization into the phenanthridine core.
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ژورنال
عنوان ژورنال: Organic & Biomolecular Chemistry
سال: 2021
ISSN: 1477-0520,1477-0539
DOI: 10.1039/d1ob00457c