628-20-6Relevant articles and documents
Photoinduced Remote Functionalisations by Iminyl Radical Promoted C?C and C?H Bond Cleavage Cascades
Dauncey, Elizabeth M.,Morcillo, Sara P.,Douglas, James J.,Sheikh, Nadeem S.,Leonori, Daniele
supporting information, p. 744 - 748 (2017/12/13)
A photoinduced cascade strategy leading to a variety of differentially functionalised nitriles and ketones has been developed. These reactions rely on the oxidative generation of iminyl radicals from simple oximes. Radical transposition by C(sp3)?(sp3) and C(sp3)?H bond cleavage gives access to distal carbon radicals that undergo SH2 functionalisations. These mild, visible-light-mediated procedures can be used for remote fluorination, chlorination, and azidation, and were applied to the modification of bioactive and structurally complex molecules.
Method for synthesis of haloperidol drug intermediate 4-chlorobutyronitrile
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Paragraph 0015; 0016, (2016/11/24)
A method for synthesis of the haloperidol drug intermediate 4-chlorobutyronitrile comprises the steps of adding 1.6 mol of 1-chloro-4,4-dyhydroxy butyl amine, 2.1-2.6 mol of 2-nitrophenol solution, 1.5 mol of aluminum oxide and 300 ml of cyclohexane into a reaction vessel, controlling the stirring speed to be 130-170 rpm, increasing solution temperature to 90-97 DEG C, maintaining backflow for 2-4 h, reducing solution temperature to 70-77 DEG C, conducting reaction continuously for 90-110 min, reducing solution temperature to 6-9 DEG C, standing for 70-90 min, conducting solution delamination, taking an oil layer out, conducting extraction with methylbenzene for 5-7 times, conducting washing with saline solution, propionitrile and triethylamine, conducting dehydration with a dehydrating agent, and conducting recrystallization in nitromethane, so that 4-chlorobutyronitrile crystals are obtained.
FUNCTIONAL GROUP-TOLERANT HYDROALKYLATION OF ELECTRON-DEFICIENT OLEFINS THROUGH COPPER(I)-CATALYZED PHOTOADDITION OF ORGANIC HALIDES FOLLOWED BY REDUCTION WITH ZINC
Mitani, Michiharu,Hirayama, Hiroyuki
, p. 1562 - 1572 (2007/10/02)
A method of accomplishing hydroalkylation of electron-deficient olefins which tolerates a variety of functional groups, in which organic halides and electron-deficient olefins are subjected to a photoreaction catalyzed by the CuBr-Bun3P complex followed by treatment with Zn dust in the presence of AcOH, has been developed.
Bis(aryl)alkene compounds
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, (2008/06/13)
The invention relates to compounds of formula I: STR1 in which m=2-4, n and p, which may be identical or different, are an integer equal to 1, 2 or 3, with the proviso that the sum of n and p is not less than 3 and not more than 5, q=0 or 1, R is a 1,2,3,4-tetrahydro-3-quinazolinyl radical, optionally substituted, a 1,3,4,6,11,11a-hexahydro-1,3-dioxo-2H-pyrazino[1,2,-b]isoquinol-2-yl radical, a 1,2-dihydro-1-oxo-2-phthalazinyl radical, optionally substituted, a 2,6-dioxo-1-piperazinyl radical of formula W: STR2 (R3 is a 2-pyridyl radical or an optionally substituted phenyl radical), a radical of formula Z: STR3 (R4 is a carbamoyl radical, a cyano radical, a hydroxycarbonyl radical or an alkoxycarbonyl radical having 1 to 6 carbon atms), or a radical of formula Y: STR4 (R5 is a 2-pyrimidinyl radical, a 1-isoquinolyl radical, a 2-quinolyl radical, a 2-pyridyl radical, a benzyl radical, optionally substituted, a 2-thiazolyl radical, optionally substituted, or a 2-benzothiazolyl radical) and either R1 and R2, identical or different, each are a substituted phenyl radical, or R1 is a phenyl radical and R2 a 2-pyridyl radical (it being possible for each of these two radicals to be substituted), or R1 and R2, together with the carbon atom to which they are attached, form a fluorene radical. Medicinal products
MECHANISMS OF FREE-RADICAL REACTIONS. XXIV. QUANTITATIVE DESCRIPTION OF THE POLAR EFFECTS OF SUBSTITUENTS ON THE KINETICS OF THE FREE-RADICAL CHLORINATION OF ALIPHATIC COMPOUNDS BY N-CHLOROPIPERIDINE
Dneprovskii, A. S.,Mil'tsov, S. A.,Arbuzov, P. V.
, p. 1826 - 1835 (2007/10/02)
The free-radical chlorination of 1-substituted alkanes with electron-withdrawing substituents by N-chloropiperidine in trifluoroacetic acid was studied by the method of competing reactions, and the relative rate constants were obtained for all positions of the substrates.The data on the position selectivity can be described satisfactorily by means of an electrostatic model of the polar effect of the substituent, calculated according to the Kirkwood-Westheimer equation.The obtained characteristics of the electrostatic effect can be successfully applied to calculation of the substrate selectivity and the intermolecular relative rate constants for all the positions, beginning with the third.The Taft equation is unsuitable for description of the effect of substituents on the reaction rate.
Ameliorations et simplifications de la synthese de nitriles par alkylation de l'anion cyanure: catalyse par transfert de phase solide-liquide sans solvant
Bram, G.,Loupy, A.,Pedoussaut, M.
, p. 124 - 128 (2007/10/02)
Alkyl cyanides are obtained in very good yields and under mild conditions by reacting finely ground KCN and the corresponding alkyl halides in the presence of catalytic amounts of tetraalkylammonium salt (Aliquat 336).The addition of small amount of water (1 equivalent) is necessary.
