1002-69-3Relevant articles and documents
Supported complexes of cupric chloride with DMF as catalysts in the reaction of CCl4 with n-decane
Golubeva,Nevskaya,Vorontsov,Abdrashitov
, p. 1741 - 1744 (1997)
The complex of cupric chloride with DMF immobilized on the surface of silica gel exhibits high catalytic activity in the reaction of tetrachloromethane with n-decane. The fact that the reaction is inhibited by phenols and oxygen implies that it occurs by
Conversion of Alcohols to Alkyl Halides using Iminium Salts
Yoshihara, Masakuni,Eda, Tsunehito,Sakaki, Keishi,Maeshima, Toshihisa
, p. 746 - 748 (1980)
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Ionic liquids as reagents and solvents in conjunction with microwave heating: Rapid synthesis of alkyl halides from alcohols and nitriles from aryl halides
Leadbeater, Nicholas E.,Torenius, Hanna M.,Tye, Heather
, p. 2253 - 2258 (2003)
We show that using ionic liquids as reagents in conjunction with microwave heating it is possible to prepare primary alkyl halides from the corresponding alcohols rapidly. Using ionic liquids as solvents in conjunction with microwave heating it is possible to prepare aryl nitriles from the corresponding aryl bromides or iodides. The scope and limitations of using microwave-promotion as a tool in these reactions is discussed.
Organic Synthesis in Micellar Media. Oxidation of Alcohols and Their Conversion into Alkyl Chlorides
Jursic, Branko
, p. 868 - 871 (1988)
The use of micelles was investigated for various organic reactions: oxidation of alcohols with sodium hypochlorite in micelles, oxidation of alcohols with hexadecyltrimethylammonium chromate as micelle, and conversion of primary alcohols to 1-chloroalkanes by aqueous hydrogen chloride in the presence of micelles.In all cases, product isolation was simple and satisfactory yields were obtained.
The Use of Silica Gel-Supported Ionenes as Reagents and Catalysts for Several Substitution Reactions in Toluene
Ohtani, Noritaka,Chida, Kosaku,Serita, Hajime,Matsunaga, Toshiaki,Kimura, Chikai
, p. 4371 - 4378 (1988)
Several ionene bromides were used as reagents for the displacement of decyl methanesulfonate into 1-bromodecane.They were reactive when adsorbed by silica gel.The enhanced activities of the ionenes were hardly dependent on their structures and molecular weights but decreased gradually with increasing the amount of ionene adsorbed by silica gel.Ionene chlorides exhibited a similar enhancement of reactivity when adsorbed by silica gel.However, unlike the ionenes, a large increase in activity due to adsorption was not observed with pendant-type polycations such as poly(4-vinylpyridinium bromide) and poly.The silica gel-supported ionenes also exhibited excellent catalytic activities for solid-liquid-solid triphase substitution reactions, particularly for the reactions between 1-bromodecane and such inorganic salts as consisted of relatively hard-basic nucleophilic anions.
Cross-coupling reaction of alkyl halides with alkyl grignard reagents catalyzed by cp-iron complexes in the presence of 1,3-butadiene
Iwasaki, Takanori,Shimizu, Ryohei,Imanishi, Reiko,Kuniyasu, Hitoshi,Kambe, Nobuaki
, p. 763 - 766 (2018)
Iron-catalyzed cross-coupling reaction of alkyl halides with alkyl Grignard reagents by the combined use of cyclopentadienyl ligand and 1,3-butadiene additive is described. The reaction smoothly proceeds at room temperature using unactivated alkyl bromides and fluorides via non-radical mechanism, which is in sharp contrast with hitherto known Fe-catalyzed cross-coupling reactions of alkyl halides.
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Regen,Lee
, p. 1669 (1975)
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Regen
, p. 875,877 (1977)
A New Preparative Route to Organic Halides from Alcohols via the Reduction of Polyhalomethanes
Leonel,Paugam,Nedelec
, p. 7061 - 7064 (1997)
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A procedure for Appel halogenations and dehydrations using a polystyrene supported phosphine oxide
Tang, Xiaoping,An, Jie,Denton, Ross M.
, p. 799 - 802 (2014)
The conversion of a commercially available polystyrene supported phosphine oxide into synthetically useful polymeric halophosphonium salts using oxalyl chloride/bromide takes place at room temperature in 5 min and generates only CO and CO2 as by-products. The polymeric halophosphonium salts so obtained are useful reagents for Appel halogenations and other dehydrative coupling reactions. This gives rise to a simple three-step synthesis cycle for Appel and related reactions using a commercially available polymeric phosphine oxide with very simple purification and no phosphorus waste.
A New Protocol for Catalytic Reduction of Alkyl Chlorides Using an Iridium/Bis(benzimidazol-2′-yl)pyridine Catalyst and Triethylsilane
Fukuyama, Takahide,Hamada, Yuki,Ryu, Ilhyong
supporting information, p. 3404 - 3408 (2021/07/14)
The reduction of alkyl chlorides using triethylsilane is investigated. Primary, secondary, tertiary, and benzylic C-Cl bonds are effectively converted into C-H bonds using an [IrCl(cod)] 2/2,6-bis(benzimidazol-2′-yl)pyridine catalyst system. This catalyst system is quite simple since the tridentate N-ligand can be easily prepared in one step from commercially available reagents.
Visible-Light-Induced Nickel-Catalyzed Cross-Coupling with Alkylzirconocenes from Unactivated Alkenes
Bai, Songlin,Gao, Yadong,Jiang, Chao,Liu, Xiaolei,Qi, Xiangbing,Wang, Jing,Wu, Qingcui,Yang, Chao
supporting information, p. 675 - 688 (2020/03/11)
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