Copper-mediated trifluoromethylation of diaryliodonium salts with difluoromethyltriflate
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).
Catalyst-Free Arylation of Tertiary Phosphines with Diaryliodonium Salts Enabled by Visible Light
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
Bugaenko, Dmitry I.,Volkov, Alexey A.,Livantsov, Mikhail V.,Yurovskaya, Marina A.,Karchava, Alexander V.
supporting information
p. 12502 - 12506
(2019/09/16)
N-Arylation of DABCO with Diaryliodonium Salts: General Synthesis of N-Aryl-DABCO Salts as Precursors for 1,4-Disubstituted Piperazines
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.
Bugaenko, Dmitry I.,Yurovskaya, Marina A.,Karchava, Alexander V.
supporting information
p. 6389 - 6393
(2018/10/09)
A Modular Synthesis of 4-Aminoquinolines and [1,3] N-to-C Rearrangement to Quinolin-4-ylmethanesulfonamides
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.
Oh, Kyung Hwan,Kim, Jin Gyeong,Park, Jin Kyoon
supporting information
p. 3994 - 3997
(2017/08/14)
Copper-mediated trifluoromethylation of diaryliodonium salts with TMSCF3 at room temperature
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.
Yang, Jing-Yun,Xu, Xiu-Hua,Qing, Feng-Ling
p. 175 - 180
(2015/10/20)
Halogen exchange via a halogenation of diaryliodonium salts with cuprous halide
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.
Li, Jian,Liu, Li,Ding, Dong,Sun, Jiang-Tao
p. 541 - 548
(2014/01/06)
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