39266-24-5Relevant academic research and scientific papers
Copper(I) Iodide-Catalyzed (Het)arylation of Diethyl Malonate with (Het)aryl Bromides by Using 1,3-Benzoxazole as a Ligand
Zeng, Yu,Zheng, Hao-Liang,Yang, Zhao,Liu, Cheng-Kou,Fang, Zheng,Guo, Kai
supporting information, p. 79 - 84 (2017/12/26)
An efficient Ullmann-type coupling of aryl bromides with diethyl malonate in the presence of copper(I) iodide and 1,3-benzoxazole is presented. This method has a broad substrate scope (heterocyclic and phenyl bromides) and good functional-group tolerance (OMe, Me, Ac, CN, NO 2, F, and Cl). Moreover, less time is needed to reach full conversion (3-9 hours).
HETEROCYCLIC COMPOUNDS FOR THE INHIBITION OF PASK
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Page/Page column 16, (2012/11/08)
Disclosed herein are new heterocyclic compounds and compositions and their application as pharmaceuticals for the treatment of disease. Methods of inhibiting PAS Kinase (PASK) activity in a human or animal subject are also provided for the treatment of diseases such as diabetes mellitus.
Palladium-catalyzed one-pot synthesis of 2-alkyl-2-arylcyanoacetates
Wang, Xiang,Guram, Anil,Bunel, Emilio,Cao, Guo-Qiang,Allen, Jennifer R.,Faul, Margaret M.
, p. 1643 - 1645 (2008/09/17)
(Chemical Equation Presented) A one-pot procedure for the synthesis of 2-alkyl-2-arylcyanoacetates based on a Pd(OAc)2/DPPF (DPPF = 1,1′-diphenylphosphino ferreocene)-catalyzed enolate arylation followed by in situ alkylation has been developed. This procedure tolerates a diverse range of aryl and heteroaryl bromides, and provides a rapid entry to a variety of 2-alkyl-2-arylcyanoacetates in good to excellent yield.
Is Selective Monosubstitution of Dihalides via SRN1 Reaction Feasible? An Electrochemical Approach for Dichloroarenes
Amatore, Christian,Combellas, Catherine,Lebbar, Nour-Eddine,Thiebault, Andre,Verpeaux, Jean-Noel
, p. 18 - 26 (2007/10/02)
1,4-Dichlorobenzene and dichloropyridines undergo SRN1 reaction with various nucleophiles upon electrochemical initiation.Substitution can compete with reduction only when indirect electrolyses at low current are performed.Selective formation of monosubstitution products is observed when the nucleophiles used behave as electron-donating groups when attached to the aromatic moiety, a situation which is just the opposite of what had been observed when the same reactions were initiated photochemically.This surprising difference in behavior can be rationalized in terms of different capabilities of both activation methods to generate the key monosubstitution anion radical, ArNuX(.-).Kinetic and thermodynamic data concerning the reactivity of dichloroarenes in such processes are presented and discussed.
Cross-Coupling of N-Heteroaryl Halides with Active Methylene Compounds in the Presence of Tetrakis(triphenylphosphine)palladium
Sakamoto, Takao,Katoh, Eisaku,Kondo, Yoshinori,Yamanaka, Hiroshi
, p. 1664 - 1668 (2007/10/02)
The cross-coupling of 3-iodo- and 3-bromopyridine with the carbanions derived from ethyl cyanoacetate and malononitrile in the presence of tetrakis(triphenylphosphine)palladium in 1,2-dimethoxyethane gave ethyl α-cyanopyridine-3-acetate and 3-pyridinemalononitrile in moderate yields.This palladium-catalyzed cross-coupling proceeded smoothly with halopyrimidines, haloquinolines, haloisoquinones, and also bromobenzene.Keywords - tetrakis(triphenylphosphine)palladium; aryl halide; N-heteroaryl halide; ethyl cyanoacetate; malononitrile; ethyl α-cyanoareneacetate; arenemalononitrile.
