81206-50-0Relevant academic research and scientific papers
Preparation method of benzyl iodide and derivatives thereof
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Paragraph 0065-0069, (2020/06/09)
The invention discloses a preparation method of benzyl iodide and derivatives thereof. The preparation method comprises the following steps: under the reduction action of sodium borohydride, a benzylalcohol compound shown as a formula I reacts with elemental iodine to obtain benzyl iodide shown as a formula II and derivatives thereof; in the formula I and the formula II, R represents one or moresubstituents on a benzene ring and is selected from at least one of aryl, substituted or unsubstituted alkyl, halogen and nitro. The preparation method of benzyl iodide and derivatives thereof is scientific and reasonable, sodium borohydride which is mild in reactivity, low in price and easily available is used as a reducing agent, and elemental iodine is convenient and easily available; in addition, the preparation method has the characteristics of simplicity and convenience in operation, high synthesis yield, easiness in product purification, environmental friendliness and the like.
N-Hydroxyphthalimide-Mediated Electrochemical Iodination of Methylarenes and Comparison to Electron-Transfer-Initiated C-H Functionalization
Rafiee, Mohammad,Wang, Fei,Hruszkewycz, Damian P.,Stahl, Shannon S.
supporting information, p. 22 - 25 (2018/01/17)
An electrochemical method has been developed for selective benzylic iodination of methylarenes. The reactions feature the first use of N-hydroxyphthalimide as an electrochemical mediator for C-H oxidation to nonoxygenated products. The method provides the basis for direct (in situ) or sequential benzylation of diverse nucleophiles using methylarenes as the alkylating agent. The hydrogen-atom transfer mechanism for C-H iodination allows C-H oxidation to proceed with minimal dependence on the substrate electronic properties and at electrode potentials 0.5-1.2 V lower than that of direct electrochemical C-H oxidation.
Application of "click" chemistry in solid phase synthesis of alkyl halides
Das, Diparjun,Chanda, Tridib,Rokhum, Lalthazuala
, p. 775 - 783 (2016/01/20)
A convenient and highly selective microwave assisted procedure for the conversion of allylic, benzylic and aliphatic alcohols to their corresponding halides using polymer-bound triphenylphosphine and iodine is presented. In case of symmetrical diols, mono-iodination product is obtained in very high yield. Additionally, highly regioselective behavior is observed in our procedure. Simplicity in operation, no column chromatography required for the purification of the products, recyclability of the reagents used, short reaction times and good to excellent yields are the advantages of our protocol. Most functional groups remain unaffected under our reaction condition.
A direct transformation of Aryl Aldehydes to Benzyl Iodides Via reductive iodination
Ruso, Jayaraman Sembian,Rajendiran, Nagappan,Kumaran, Rajendran Senthil
, p. 39 - 43 (2014/03/21)
A facile transformation of aryl aldehydes to benzyl iodides through one-pot reductive iodination is reported. This protocol displays remarkable functional group tolerance and the title compound was obtained in good to excellent yield.
Ionic liquid-induced conversion of methoxymethyl-protected alcohols into nitriles and iodides using [Hmim][NO3]
Noei, Jalil,Mirjafari, Arsalan
supporting information, p. 4424 - 4426 (2014/08/05)
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.
Synthesis of benzo- and naphtho-fused bicyclo[n.3.1]alkane frameworks with a bridgehead nitrogen function by palladium-catalyzed intramolecular α′-arylation of α-nitroketones
Giorgi, Giorgio,Maiti, Swarupananda,Lopez-Alvarado, Pilar,Menendez, J. Carlos
supporting information; experimental part, p. 2722 - 2730 (2011/05/12)
The C-alkylation of cyclic α-nitroketones with α-halobenzyl halides in the presence of DBU followed by a Pd-catalyzed intramolecular C-arylation afforded benzo-and naphtho-fused bicyclo[n.3.1]alkane derivatives (n = 3, 4, 5) in excellent overall yields for the two-step sequence. In some of the reactions starting from α-nitrocyclooctanone, the major products were fused indane derivatives arising from an intramolecular attack of an intermediate Pd species onto the carbonyl group, followed by elimination.
Microwave-promoted, one-pot conversion of alkoxymethylated protected alcohols into their corresponding nitriles, bromides, and iodides using [bmim][InCl4] as a green catalyst
Mirjafari, Arsalan,Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiollah,Khosropour, Ahmad Reza
supporting information; experimental part, p. 3274 - 3276 (2010/07/18)
The Lewis acid room temperature ionic liquid, [bmim][InCl4], was found to be an efficient and green catalyst for the highly chemoselective and one-pot conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides, and iodides under microwave irradiation. The procedures are simple, rapid, and high yielding. The catalyst exhibited a remarkable reactivity and is reusable.
H3PW12O40-[bmim][FeCl4]: A novel and green catalyst-medium system for microwave-promoted selective interconversion of alkoxymethyl ethers into their corresponding nitriles, bromides and iodides
Mohammadpoor-Baltork, Iraj,Moghadam, Majid,Tangestaninejad, Shahram,Mirkhani, Valiolah,Mirjafari, Arsalan
experimental part, p. 1468 - 1473 (2011/10/09)
In the present work, the catalytic activity of 12-tungstophosphoric acid immobilized on [bmim][FeCl4] ionic liquid as a highly efficient and eco-friendly catalytic system for rapid and chemoselective direct conversion of MOM- or EOM-ethers into their corresponding nitriles, bromides and iodides under microwave irradiation is reported. In these reactions, the products are obtained in high yields. The catalyst exhibited remarkable reactivity and was reused several times.
Stereoselective synthesis of rubrenoic and nor-rubrenoic acids
Sanchez, Lucina G.,Castillo, Elizabeth N.,Maldonado, Hortensia,Chavez, Daniel,Somanathan, Ratnasamy,Aguirre, Gerardo
, p. 54 - 71 (2008/03/14)
The total stereoselective synthesis of (Z)-rubrenoic I (1a), (Z)-nor-rubrenoic I (17a), (E)-rubrenoic III (3b), and nor-(E)-rubrenoic III (30b) acids was achieved using Suzuki and Stille cross-coupling reactions from readily available starting materials.
Convenient and efficient method for the iodination of benzylic and aliphatic alcohols by using Al(HSO4)3/KI in nonaqueous solution
Tajik, Hassan,Shirini, Farhad,Zolfigol, Mohammad Ali,Samimi, Faeze
, p. 91 - 95 (2007/10/03)
A simple and efficient method for the iodination of benzylic and aliphatic alcohols by using Al(HSO4)3/KI in n-hexane as solvent is reported. Mild reaction conditions and good to excellent yields of the products are the noteworthy advantages of the method. Copyright Taylor & Francis LLC.
