557-36-8Relevant articles and documents
Ready access to organoiodides: Practical hydroiodination and double-iodination of carbon-carbon unsaturated bonds with I2
Xiao, Jing,Han, Li-Biao
, p. 3510 - 3515 (2019/05/17)
By using I2 or I2/H3PO3 system, various alkenes and alkynes were converted to the corresponding alkyl and alkenyl iodides in good yields. In the presence of I2, alkynes could be di-iodinated using H2O as the solvent in air at room temperature. This method also features the simple work-up procedure since the pure product could be obtained by extraction. Additionally, for the first time, combining with the non-toxic and cheap phosphonic acid H3PO3, alkenes and alkynes were also hydroiodinated successfully, which provides a simple and practical approach for synthesis of organoiodides.
Iron-Catalyzed Oxyalkylation of Terminal Alkynes with Alkyl Iodides
Deng, Weili,Ye, Changqing,Li, Yajun,Li, Daliang,Bao, Hongli
supporting information, p. 261 - 265 (2019/01/10)
A general oxyalkylation of terminal alkynes enabled by iron catalysis has been developed. Primary and secondary alkyl iodides acted as the alkylating reagents and afforded a range of α-alkylated ketones under mild reaction conditions. Acetyl tert-butyl peroxide (TBPA) was used as the radical relay precursor, providing the initiated methyl radical to start the radical relay process. Preliminary mechanistic studies were conducted, and late-stage functionalizations of natural product derivatives were performed.
Method of preparing iodine alkane by using rhodium catalysis
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Paragraph 0040-0041, (2018/04/03)
The invention relates to the field of organic synthesis and discloses a synthetic method of iodine alkane. The synthetic method of the iodine alkane, disclosed by the invention, comprises the following steps: taking olefin as a starting raw material, adding a rhodium metal catalyst, a phosphine ligand, a solvent and molecular iodine into a pressurizing reaction kettle, introducing hydrogen and then synthesizing a series of the iodine alkane by using one-step reaction. The reaction temperature is 0 to 60 DEG C, the molar ratio of the rhodium metal to the olefin is (0.00001 to 1) to (0.1 to 1) and the molar ratio of the iodine to the olefin is (0.5 to 1) to (10 to 1). The synthetic method of the iodine alkane, disclosed by the invention, has obvious advantages of wide application range, short process flow and low cost of the raw materials; the synthetic method of the iodine alkane is suitable for industrialized production of a series of the iodine alkanes.
Rhodium-Catalyzed Generation of Anhydrous Hydrogen Iodide: An Effective Method for the Preparation of Iodoalkanes
Zeng, Chaoyuan,Shen, Guoli,Yang, Fan,Chen, Jingchao,Zhang, Xuexin,Gu, Cuiping,Zhou, Yongyun,Fan, Baomin
supporting information, p. 6859 - 6862 (2018/10/25)
The preparation of anhydrous hydrogen iodide directly from molecular hydrogen and iodine using a rhodium catalyst is reported for the first time. The anhydrous hydrogen iodide generated was proven to be highly active in the transformations of alkenes, phenyl aldehydes, alcohols, and cyclic ethers to the corresponding iodoalkanes. Therefore, the present methodology not only has provided convenient access to anhydrous hydrogen iodide but also offers a practical preparation method for various iodoalkanes in excellent atom economy.
Method for the Preparation of Iodoalkanes
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Paragraph 0036, (2017/08/07)
The present invention relates to an atom economic procedure of preparing iodoalkanes by hydroiodination of alkenes. In particular the present method features the generation of anhydrous hydrogen iodide from atomic hydrogen and iodine in situ by using transition metal precursor and phosphine ligandcatalyst.
Palladium and visible-light mediated carbonylative Suzuki-Miyaura coupling of unactivated alkyl halides and aryl boronic acids
Roslin, Sara,Odell, Luke R.
supporting information, p. 6895 - 6898 (2017/07/10)
Herein, a simple and efficient method for the palladium-catalyzed carbonylation of aryl boronic acids with unactivated alkyl iodides and bromides under visible-light irradiation, ambient temperature and low CO-pressure is presented. Notably, the procedure uses readily available equipment and an inexpensive palladium catalyst to generate the key alkyl radical intermediate. These mild conditions enabled the synthesis of a range of functionalized aryl alkyl ketones including the antipsychotic drug, melperone.
A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity
Munyemana, Fran?ois,George, Isabelle,Devos, Alain,Colens, Alain,Badarau, Eduard,Frisque-Hesbain, Anne-Marie,Loudet, Aurore,Differding, Edmond,Damien, Jean-Marie,Rémion, Jeanine,Van Uytbergen, Jacqueline,Ghosez, Léon
, p. 420 - 430 (2015/12/31)
α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.
An efficient and selective method for the iodination and bromination of alcohols under mild conditions
Khazdooz, Leila,Zarei, Amin,Aghaei, Hamidreza,Azizi, Ghobad,Gheisari, Mohammad Mehdi
, p. 168 - 171 (2015/12/30)
A straightforward and effective procedure for the conversion of a variety of alcohols into the corresponding alkyl iodides and bromides is described using KX/P2O5 (X = I, Br). The reactions were easily carried out in acetonitrile under mild conditions. Using this method, the selective conversion of benzylic alcohols in the presence of aliphatic alcohols was achieved.
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.
Solvent-free, microwave-assisted conversion of tosylates into iodides
Cao, Jia,Perlmutter, Patrick
, p. 1360 - 1361 (2014/11/07)
A highly efficient method for the conversion of primary tosylates into the corresponding iodides is outlined. The method involves heating a neat mixture of the tosylate and solid sodium iodide in a microwave cavity. Reaction times are short, usually about 60 minutes, delivering high yields. This procedure is especially useful for the in situ generation of volatile primary iodides, and for most of the primary iodides, the crude product is sufficiently pure.
