100-48-1Relevant articles and documents
An efficient new procedure for the one-pot conversion of aldehydes into the corresponding nitriles
Zhu, Jia-Liang,Lee, Fa-Yen,Wu, Jen-Dar,Kuo, Chun-Wei,Shia, Kak-Shan
, p. 1317 - 1319 (2007)
A new and efficient procedure for the one-pot conversion of various aldehydes into the corresponding nitriles under mild reaction conditions has been developed. The ethyl dichlorophosphate/DBU-mediated dehydration of aldoxime intermediates was utilized as a key operation to effect the transformation. Georg Thieme Verlag Stuttgart.
Synthesis of [5-(1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl]pyridines
Pokhodylo,Shiika,Matiichuk,Obushak
, p. 417 - 421 (2010)
2-, 3-, and 4-[5-(1-Aryl-5-R-1H-1,2,3-triazol-4-yl)-1,3,4-oxadiazol-2-yl] pyridines were synthesized from the corresponding 1-aryl-5-R-1H-1,2,3-triazole- 4-carbonyl chlorides and 2-, 3-, and 4-(1H-tetrazol-5-yl)-pyridines.
A simple and convenient method for the synthesis of nitriles by oxidation of primary amines with NaOCl in ethanol
Yamazaki, Shigekazu
, p. 3559 - 3564 (1997)
The oxidation of aliphatic primary amines having α-methylene on treatment with NaOCl as an oxidant in ethanol has been found to be an effective method for the transformation of primary amines to nitriles.
An efficient one-pot synthesis of nitriles from carboxylic acids without solvent under microwave irradiation
Juncai, Feng,Bin, Liu,Yang, Lhi,Changchuan, Li
, p. 4545 - 4548 (1996)
Nitriles were prepared from alkyl and aryl carboxylic acids in dry media conditions, under microwave irradiation. Heating of the carboxylic acid, urea and amidosulfonic acid adsorbed on alumina support in a microwave oven affords nitriles in 20-93% yields.
Deoxygenation of pyridine N-oxides with dimethylthiocarbamoyl chloride
Ponaras, Anthony A.,Zaim, Oemer
, p. 487 - 489 (2007)
(Chemical Equation Presented) Treatment of pyridine N-oxides with dimethylthiocarbamoyl chloride in boiling acetonitrile effects chemoselective deoxygenation to pyridines.
A mild deoxygenation of heteroaromatic N-oxides by formamidinesulfinic acid
Balicki, Roman,Chmielowiec, Urszula
, p. 1105 - 1107 (2000)
Various heteroaromatic N-oxides were efficiently deoxygenated to the corresponding bases under mild conditions using formamidinesulfinic acid (thiourea S,S-dioxide).
Pentacyanoferrates(II): Solvatochromism and Reactivity in Micelles and in Reversed Micelles
Burgess, John,Patei, Marttand S.
, p. 783 - 788 (1993)
Rate constants for dissociation of pyridine derivatives from pentacyanoferrates(II), (3-), in micelles and in reversed micelles reflect significant interactions between the leaving ligands and the micelle or the water in the interior of the
Efficient and chemoselective deoxygenation of amine N-oxides using polymethylhydrosiloxane
Chandrasekhar,Reddy, Ch. Raji,Rao, R. Jagadeeshwar,Rao, J. Madhusudana
, p. 349 - 351 (2002)
Deoxygenation of aromatic and aliphatic amine N-oxides to the corresponding amines is achieved under mild conditions. The reagent combination employed for this transformation is polymethylhydrosiloxane (PMHS) in the presence of either tetrakis (triphenylphosphine) palladium (0) [Pd(PPh3)4], titanium (IV) isopropoxide [Ti(i-PrO)4] or palladium on carbon (Pd/C).
Electronic Effects on the Menschutkin Reaction. A Complete Kinetic and Thermodynamic Dissection of Alkyl Transfer to 3- and 4-Substituted Pyridines
Arnett, Edward M.,Reich, Ronald
, p. 5892 - 5902 (1980)
The relationship between kinetic and thermodynamic parameters is explored for quaternization of a series of pyridines (mostly 3- and 4-substituted) with several methylating and ethylating reagents in several solvents.The reaction with methyl iodide in acetonitrile is reversible at temperatures in the neighborhood of 100 deg C so that the effect of substituents on free energy, enthalpy, and entropy for activation of the forward and reverse reactions and for the overall quaternization can be determined.A variety of experimental techniques was used to obtain rates over a range of 1013 and to determine enthalpies and entropies of reaction.The results are self-consistent and agree generally with isolated published values for similar systems.The relationship between thermodynamic and activation parameters is examined, and a gross disparity is found between free energy and enthalpy behavior compared with that of the entropies.A consistent picture of the quaternization reaction emerges, based on many studies using a variety of mechanistic probes.The transition state is "early" as far as bond formation to the base in concerned but "late" in terms of bond rupture between the transferring alkyl group and the leaving group with solvent reorganization nearly complete.Quaternization of the 3- and 4-substituted pyridines does not follow the reactivity-selectivity principle, but that of 2-substituted pyridines does.The current practice of assigning detailed bimolecular structures to transition states for substitution, addition, or elimination reactions by application of the Hammond postulate is criticized in view of its inability to handle the dominating role of solvation dynamics and because of the considerable difference in potential energy content (and therefore structure) between the transition states and the reactants or products.
Boryl Radicals-Triggered Selective C-H Functionalization for the Synthesis of Diverse Phenanthridine Derivatives
Guo, Ao,Han, Jia-Bin,Tang, Xiang-Ying
, p. 2351 - 2355 (2018)
A boryl radical-triggered C-H functionalization of aliphatic ethers/amines or DMF with isocyanides is developed to deliver diverse phenanthridine derivatives in good to excellent yields. The substrate scope is broad, and a wide range of functional groups
