13194-68-8Relevant articles and documents
Microwave-accelerated iodination of some aromatic amines, using urea-hydrogen peroxide addition compound (UHP) as the oxidant
Sosnowski, Maciej,Skulski, Lech
, p. 867 - 870 (2002)
A fast and simple method for the oxidative iodination of some aromatic amines, under microwave irradiation, is reported, using diiodine and the the strongly H-bonded urea-hydrogen peroxide addition compound (H 2NCONH)2...H2O2, UHP) as the oxidant. The reactions were carried out in boiling CHCl3 under a reflux condenser to afford, within 10 minutes, the purified monoiodinated products in 40-80% yields.
Microwave-accelerated or conventionally heated iodination reactions of some aromatic amines, using ortho-periodic acid as the oxidant
Sosnowski, Maciej,Skulski, Lech,Wolowik, Katarzyna
, p. 617 - 621 (2004)
A fast and simple method for the oxidative iodination of some aromatic amines, either under microwave irradiation or conventional heating, is reported, using diiodine and ortho-periodic acid as the oxidant. The reactions were carried out in boiling CH2Cl2 solutions under a reflux condenser. For the microwave assisted reactions, the reaction times were always notably shortened, but the yields were usually less influenced as compared with the conventional method.
NCBSI/KI: A Reagent System for Iodination of Aromatics through in Situ Generation of I-Cl
Palav, Amey,Misal, Balu,Chaturbhuj, Ganesh
, p. 12467 - 12474 (2021/08/24)
In situ iodine monochloride (I-Cl) generation followed by iodination of aromatics using NCBSI/KI system has been developed. The NCBSI reagent requires no activation due to longer bond length, lower bond dissociation energy, and higher absolute charge density on nitrogen. The system is adequate for mono- and diiodination of a wide range of moderate to highly activated arenes with good yield and purity. Moreover, the precursor N-(benzenesulfonyl)benzenesulfonamide can be recovered and transformed to NCBSI, making the protocol eco-friendly and cost-effective.
Preparation method of 2-bromo-5-iodo-benzyl alcohol
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Paragraph 0038-0040, (2021/08/11)
The invention relates to the technical field of organic synthesis, and discloses a preparation method of 2-bromine-5-iodine-benzyl alcohol, which comprises the following steps: S1, o-benzylamine, a phase transfer catalyst, ammonium bicarbonate and an iodination reagent are subjected to iodination reaction to generate 2-methyl-4-iodoaniline; S2, the 2-methyl-4-iodoaniline is subjected to a diazotization reaction and a bromination reaction, and 2-bromine-4-iodobenzene is generated; S3, the 2-bromine-4-iodobenzene reacts with an initiator and N-bromosuccinimide, so as to generate 2-bromine-4-iodobromomethyl benzene; and S4, the 2-bromine-4-iodine bromomethyl benzene reacts with alkali, so as to generate the 2-bromine-5-iodine-benzyl alcohol. The preparation method disclosed by the invention is simple in process operation, few in three wastes and beneficial to industrial production; and no isomer is generated in the iodinated product, reduction of lithium aluminum hydride is not needed, and the problem of high operation risk caused by a large amount of hydrogen generated during reduction of lithium aluminum hydride can be effectively avoided.
Sodium sulfate-hydrogen peroxide-sodium chloride adduct: selective protocol for the oxidative bromination, iodination and temperature dependent oxidation of sulfides to sulfoxides and sulfones
Gayakwad, Eknath M.,Patel, Khushbu P.,Shankarling, Ganapati S.
supporting information, p. 6001 - 6009 (2019/04/17)
The regioselective bromination and iodination of unprotected aromatic primary amines using enclathrated hydrogen peroxide as an oxidant under mild conditions has been developed, in which potassium bromide (KBr) and potassium iodide (KI) were used as brominating and iodinating agents, respectively. The adduct shows not only regioselectivity for para- or ortho-isomers but also a remarkable chemoselectivity for monobromination. Selective oxidation of sulfides to sulfoxides and sulfones has also been studied and good to excellent yields of the desired products were obtained. Acetic acid was found to be the solvent of choice for these reactions. This simple method represents an ecologically benign and alternative pathway for the oxidative halogenation of anilines and the oxidation of sulfides to sulfoxides and sulfones.
