1032416-46-8Relevant articles and documents
Palladium-catalyzed cross-coupling of organostannanes with iodanes
Kang, Suk-Ku,Lee, Hong-Woo,Kim, Jae-Sun,Choi, Sang-Chul
, p. 3723 - 3726 (1996)
The palladium-catalyzed coupling of organostannanes with iodanes (Koser's and Zefirov's reagents) in the presence of palladium catalyst was accomplished at room temperature under aqueous conditions to afford phenyl- or 4-iodophenyl-substituted products depending on the iodanes used.
Oligomerization of (diacetoxyiodo)benzene with trifluoromethanesulfonic acid. Preparation and structure of hypervalent iodine oligomers
Kitamura, Tsugio,Wakimoto, Ichiro,Nakamura, Tetsu,Fujiwara, Yuzo
, p. 253 - 255 (1999)
(equation presented) Treatment of (diacetoxyiodo)benzene with an excess amount of trifluoromethanesulfonic acid (TfOH) gives hypervalent iodine oligomers after quenching by aqueous NaBr. The thermolysis by KI yielding p-diiodobenzene and iodobenzene indicates that the structure for the oligomers consists of p-phenylene unit. The iodine oligomers in situ generated react with aromatic substrates such as benzene, toluene, and chlorobenzene to give the corresponding arylated iodine oligomers.
An aromatic iodination method, with iodic acid used as the only iodinating reagent
Krassowska-Swiebocka, Barbara,Prokopienko, Grazyna,Skulski, Lech
, p. 394 - 400 (2005)
Benzene, halobenzenes, and a number of more or less deactivated arenes, including nitrobenzene, readily reacted in anhydrous HIO3/AcOH/ Ac2O/conc. H2SO4 mixtures to probably give ArIO2 intermediates or other hypervalent species (not isolated). The final reaction mixtures were poured into excess aq. Na2SO3 solution (a reductant) to give the purified iodinated products in 39-83% yields.
A one-pot method for the iodination of aryl amines via stable aryl diazonium silica sulfates under solvent-free conditions
Zarei, Amin,Hajipour, Abdol R.,Khazdoozd, Leila
, p. 941 - 944 (2009)
A convenient and rapid one-pot method for the synthesis of iodoarenes is developed which involves the sequential diazotization-iodination of aromatic amines with sodium nitrite, silica sulfuric acid and potassium iodide under solvent-free conditions at room temperature. Various aromatic amines possessing electron-withdrawing groups or electron-donating groups are converted into the corresponding aryl iodides in good yields. Georg Thieme Verlag Stuttgart.
Eco-friendly oxidative iodination of various arenes with sodium percarbonate as the oxidant http://www.mdpi.org
Zielinska, Agnieszka,Skulski, Lech
, p. 1307 - 1317 (2005)
Six easy laboratory procedures are presented for the oxidative iodination of various aromatics, mostly arenes, with either molecular iodine or potassium iodide (used as the sources of iodinating species, I+ or I 3+), in the presence of sodium percarbonate (SPC), a stable, cheap, easy to handle, and eco-friendly commercial oxidant.
Chemical Manganese Dioxide (CMD): Its application to the oxidative iodination of benzene, halobenzenes and some deactivated arenes
Lulinski, Piotr,Krassowska-Swiebocka, Barbara,Skulski, Lech
, p. 595 - 601 (2004)
After comparing our previous and newer results for numerous oxidative aromatic iodination experiments using various brands (of active MnO2 as the oxidants, we recommend the use of a Chemical Manganese Dioxide (Aldrich CMD; 90+% (MnO2) as the oxidant of choice, since it is satisfactorily pure and chemically active, and is notably less costly than other options.
Direct synthesis of iodoarenes from aromatic substrates using molecular iodine
Hossain, Md. Delwar,Oyamada, Juzo,Kitamura, Tsugio
, p. 690 - 692 (2008)
Easy laboratory procedures for oxidative iodination of aromatic substrates are presented. One procedure includes the iodination using molecular iodine, concentrated sulfuric acid, and potassium peroxodisulfate, and another uses a reagent system containing molecular iodine, potassium peroxodisulfate, and trifluoroacetic acid. These procedures are especially effective for benzene and less deactivated aromatic substrates, such as halobenzenes, trifluoromethylbenzene, and benzoic acid. Georg Thieme Verlag Stuttgart.
Oxidative iodination of arenes with manganese(IV) oxide or potassium permanganate as the oxidants
Lulinski, Piotr,Skulski, Lech
, p. 115 - 120 (1999)
Novel and easy laboratory methods (novel Procedures 1-4) are presented for the oxidative mono- and diiodination of both activated and deactivated arenes, which gave the pure iodinated products in 62-89% yields. The reactions were carried out in the anhydrous, strongly acidic system, I2/activated MnO2/AcOH/Ac2O/concd H2SO4, firstly at r.t. for 2 h, then at 45-55 °C for 2-9 h. The resulting mixtures were poured into excess aq Na2SO3 solution buffered with (NH4)2CO3 to neutralize H2SO4. The following workups are given. Similarly, on carrying out the iodination reactions (at 35 °C, for one hour) in the anhydrous, strongly acidic system, I2/KMnO4/AcOH/Ac2O/concd H2SO4, it was possible to mono- or diiodinate several deactivated arenes in 73-87% yields (improved Procedures 5 and 6).
Nitrogen dioxide - Sodium iodide as an efficient reagent for the one- pot conversion of aryl amines to aryl iodides under nonaqueous conditions
Suzuki, Hitomi,Nonoyama, Nobuaki
, p. 4533 - 4536 (1998)
Successive treatment of aromatic amines with liquid nitrogen dioxide and powdered sodium iodide in acetonitrile at -20 °C, followed by usual work- up, gave the corresponding aryl iodides in good yield. This method worked especially well for less basic amines bearing electron-withdrawing substituents.
ONE STEP CONVERSION OF ANILINES TO ARYL HALIDES USING SODIUM NITRITE AND HALOTRIMETHYLSILANE
Lee, Jong Gun,Cha, Hee Tae
, p. 3167 - 3168 (1992)
Anilines were easily diazotized and efficiently converted to aryl halides in an one-pot reaction using sodium nitrite and halotrimethylsilane in carbon tetrachloride.Halotrimethylsilanes are used for both generating nitrosonium donor from sodium nitrite, and the halogen substitution of diazonium group.
