104-47-2Relevant academic research and scientific papers
Antimicrobial volatile glucosinolate autolysis products from Hornungia petraea (L.) Rchb. (Brassicaceae)
Radulovi?, Niko S.,Deki?, Milan S.,Stojanovi?-Radi?, Zorica Z.
, p. 351 - 357 (2012)
Plant samples of Hornungia petraea were analyzed for glucosinolate (GLS) autolysis metabolites for the first time. GC-MS analysis of the autolysate and the synthesis of a series (12 compounds) of possible glucosinolate breakdown products revealed/corroborated the presence of glucoaubrietin, glucolimnanthin, glucolepigramin and glucotropaeolin in this species as the most likely "mustard oil" precursors. GLS degradation products identified in the autolysate of H. petraea, benzyl isothiocyanate, 3- and 4-methoxybenzyl isothiocyanate, along with several other structurally related compounds were evaluated for antimicrobial activity in order to possibly pinpoint the role of the latter secondary metabolites in the plant tissues. The assays showed a very high antibacterial activity of the tested isothiocyanates against Sarcina lutea and an antifungal effect against Aspergillus fumigatus and Candida albicans with MIC values in the order of 1 μg/ml value.
PALLADIUM CATALYZED REACTION OF ARYL BROMIDES WITH CYANOMETHYLTRIBUTYLTIN. AROMATIC CYANOMETHYLATION
Kosugi, Masanori,Ishiguro, Masahiro,Negishi, Yoshikazu,Sano, Hiroshi,Migita, Toshihiko
, p. 1511 - 1512 (1984)
Palladium catalyzed reaction of aryl bromides with cyanomethyltributyltin gave arylacetonitriles in moderate yields.Aryl bromides having strong electron-withdrawing groups (such as acyl, cyano, nitro, etc.) cannot be applied to the reaction.
Conversion of Alcohols, Thiols, and Trimethysilyl Ethers to Alkyl Cyanides Using Triphenylphosphine/2,3-Dichlorol-5,6-dicyanobenzoquinone/n-Bu 4NCN
Iranpoor, Nasser,Firouzabadi, Habib,Akhlaghinia, Batool,Nowrouzi, Najmeh
, p. 2562 - 2564 (2004)
Triphenylphosphine and 2,3-dichloro-5,6-dicyanobenzoquinone afford an adduct, which in the presence of n-Bu4NCN converts alcohols, thiols, and trimethylsilyl ethers into their corresponding alkyl cyanides in good to excellent yields at room tem
Synthesis of alkyl iodides/nitriles from carbonyl compounds using novel ruthenium tris(2,2,6,6-tetramethyl-3,5-heptanedionate) as catalyst
Bhor, Malhari D.,Panda, Anil G.,Nandurkar, Nitin S.,Bhanage, Bhalchandra M.
, p. 6475 - 6479 (2008)
Aldehydes and ketones were hydrogenated to the corresponding alcohols, which were then transformed in situ into their respective iodides and nitriles in good yields. A structurally well-defined O-containing transition metal complex, Ru (TMHD)3, was found to be the active catalyst for hydrogenation, iodination and cyanation reactions. It has high affinity for the transformation of benzylic alcohols to iodides and nitriles.
Preparation of novel magnetic dicationic ionic liquid polymeric phase transfer catalyst and their application in nucleophilic substitution reactions of benzyl halides in water
Godajdar, Bijan Mombani,Ansari, Bita
, p. 34 - 39 (2015)
PEG-based magnetic dicationic ionic liquid was successfully prepared and evaluated as phase-transfer catalyst for nucleophilic substitution reactions of benzyl halides for the synthesis of benzyl azides and cyanides from good to excellent yields at 90 °C in water. The reactions occur in water and furnish the corresponding benzyl derivatives in high yields. No evidence for the formation of by-product for example benzyl alcohol of the reaction was observed and the products were obtained in pure form without further purification.
A Facile Synthesis of Nitriles from 1-Nitro-1-alkenes by Electroreduction
Sera, Akira,Tani, Hiroyuki,Nishiguchi, Ikuzo,Hirashima, Tsuneaki
, p. 631 - 633 (1987)
Electroreduction of 1-nitro-1-alkenes in the presence of titanium(IV) chloride affords nitriles in good yields.This procedure provides a facile transformation of aldehydes to one-carbon elongated nitriles since the 1-nitro-1-alkenes are best prepared from aldehydes and nitromethane.
Efficient conversion of tetrahydropyranyl (THP) ethers to their corresponding cyanides with triphenylphosphine/2,3-dichloro-5,6- dicyanobenzoquinone/n-Bu4 NCN
Akhlaghinia, Batool
, p. 1783 - 1786 (2004)
Tetrahydropyranyl ethers were converted to their corresponding alkyl cyanides efficiently by using the triphenylphosphine/ 2,3-dichloro-5,6- dicyanobenoquinone / n-Bu4 NCN system in refluxing acetonitrile with good-to-excellent yields.
A simple one-pot procedure for the direct conversion of alcohols into alkyl nitriles using TsIm
Soltani Rad, Mohammad Navid,Khalafi-Nezhad, Ali,Behrouz, Somayeh,Faghihi, Mohammad Ali
, p. 6779 - 6784 (2007)
A convenient and efficient one-pot preparation of nitriles from alcohols using N-(p-toluenesulfonyl)imidazole (TsIm) is described. In this method, treatment of alcohols with a mixture of NaCN, TsIm and triethylamine in the presence of catalytic amounts of tetra-n-butylammonium iodide (TBAI) in refluxing DMF furnishes the corresponding alkyl nitriles in good yields. This methodology is highly efficient for various structurally diverse alcohols with selectivity for ROH: 1° > 2° > 3°.
Nickel-Catalyzed Synthesis of Arylacetonitriles from Arylzinc Chlorides and Bromoacetonitrile
Frejd, Torbjoern,Klingstedt, Tomas
, p. 40 - 42 (1987)
Arylacetonitriles are synthesised by coupling arylzinc chlorides with bromoacetonitrile using Ni(acac)2/P(c-C6H11)(C6H5)2 as catalyst.The arylacetonitriles are reduced in situ with LiAlH4/AlCl3 to give the corresponding 2-aryl-1-aminoethanes.
A heterogeneous palladium catalyst hybridised with a titanium dioxide photocatalyst for direct C-C bond formation between an aromatic ring and acetonitrile
Yoshida, Hisao,Fujimura, Yuki,Yuzawa, Hayato,Kumagai, Jun,Yoshida, Tomoko
, p. 3793 - 3795 (2013)
A palladium catalyst hybridised with a titanium dioxide photocatalyst can promote cyanomethylation of an aromatic ring by using acetonitrile, where the photocatalyst activates acetonitrile to form a cyanomethyl radical before the C-C bond formation using the palladium catalyst.
