101349-79-5Relevant articles and documents
An efficient palladium-catalyzed Negishi cross-coupling reaction with arylvinyl iodides: facile regioselective synthesis of E-stilbenes and their analogues
Kabir, M. Shahjahan,Monte, Aaron,Cook, James M.
, p. 7269 - 7273 (2007)
A general synthetic route for the Pd-catalyzed cross-coupling of an arylzinc reagent with arylvinyl iodides (Negishi cross-coupling) has been developed. The system permits efficient and selective preparation of E-stilbenes and their analogues. It also functions effectively at low levels of catalyst loading without the need for an additional ligand and tolerates a wide range of functional groups including heteroaromatic substrates. A systematic study of various parameters was performed and correlated with catalyst-substrate activity.
Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]
Noei, Jalil,Mirjafari, Arsalan
, p. 4424 - 4426 (2014)
This Letter reports a one-pot efficient conversion of methoxymethyl-ethers into their corresponding nitriles and iodides using the ionic liquid, 1-methyl-3H-imidazolium nitrate ([Hmim][NO3]) under microwave irradiation. A variety of products were prepared in high yields using this method.
Trans-hydrometalation of alkynes by a combination of InCl3 and DIBAL-H: One-pot access to functionalized (Z)-alkenes
Takami, Kazuaki,Yorimitsu, Hideki,Oshima, Koichiro
, p. 2993 - 2995 (2002)
(equation presented) Triethylborane-induced hydrometalation of alkynes proceeds in an anti manner to afford the corresponding (Z)-alkenylmetal compounds stereoselectively, where dichloroindium hydride would play a key role. A variety of functional groups including hydroxy, carbonyl, and carboxy groups were tolerant under the reaction conditions. Following iodolysis and cross-coupling reaction of the (Z)-alkenylmetal species show the usefulness of this strategy.
Procedures for the nickel-catalyzed conversion of olefinic and cycloolefinic chlorides into iodides
Hooijdonk,Peters,Vasilevsky,Brandsma
, p. 1261 - 1263 (1994)
A number of olefinic and cycloolefinic chlorides have been converted into the corresponding iodides by treatment with an excess of sodium iodide in dimethylformamide in the presence of bis(1,5-cyclooctadienyl)nickel or a mixture of nickel bromide and zinc
Dual nickel- and photoredox-catalyzed reductive cross-coupling of aryl vinyl halides and unactivated tertiary alkyl bromides
Yu, Weijie,Chen, Long,Tao, Jiasi,Wang, Tao,Fu, Junkai
supporting information, p. 5918 - 5921 (2019/05/27)
A novel reductive cross-coupling of aryl vinyl halides and unactivated tertiary alkyl bromides has been realized via photoredox/nickel dual catalysis to produce vinyl arene derivatives bearing all-carbon quaternary centers with excellent E-selectivity. A stoichiometric metal reductant could be avoided by employing commercially available N,N,N′,N′-tetramethylethylenediamine (TMEDA) as the terminal reductant.
Copper-mediated aerobic iodination and perfluoroalkylation of boronic acids with (CF3)2CFI at room temperature
Liu, Xi-Hai,Leng, Jing,Jia, Su-Jiao,Hao, Jian-Hong,Zhang, Fanglin,Qin, Hua-Li,Zhang, Cheng-Pan
, p. 59 - 67 (2016/08/09)
The copper-mediated aerobic reactions between the branched (CF3)2CFI and boronic acids (R-B(OH)2) are described. Different from the linear perfluoroalkyl analogs CF3(CF2)nI (n?=?2, 3, 5, 7), (CF3)2CFI reacting with R-B(OH)2at room temperature under air in the presence of catalytic Cu powder provided exclusively the corresponding iodides (R-I), while the aerobic reactions of arylboronic acids with (CF3)2CFI at room temperature in the presence of Cu(OAc)2gave the perfluoroalkylation products (R-CF(CF3)2) in acceptable to moderate yields. The iodination reaction could be further promoted by hydroquinone, the addition of which improved the oxidation ability of (CF3)2CFI and provided the ipso-iodination products in high yields. The perfluoroalkylation was facilitated by the copper carboxylates since the addition of these salts into the reaction mixtures could successfully give rise to Ar-CF(CF3)2.