611-33-6Relevant academic research and scientific papers
1-(1-Alkylsulfonic)-3-methylimidazolium chloride Br?nsted acidic ionic liquid catalyzed Skraup synthesis of quinolines under microwave heating
Amarasekara, Ananda S.,Hasan, Muhammad A.
, p. 3319 - 3321 (2014)
1-(1-Alkylsulfonic)-3-methylimidazolium chloride Br?nsted acidic ionic liquids are shown as excellent catalysts and reaction mediums for Skraup synthesis of quinolines under microwave conditions without the use of nitrobenzene as an oxidant and metal catalysts.
Aerobic oxidative dehydrogenation of N-heterocycles catalyzed by cobalt porphyrin
Zhou, Weiyou,Chen, Dongwei,Sun, Fu'an,Qian, Junfeng,He, Mingyang,Chen, Qun
supporting information, p. 949 - 953 (2018/02/09)
An efficient catalytic procedure has been developed for the aerobic oxidative dehydrogenation of N-heterocycles by cobalt porphyrin in the absence of any additives. The catalytic system could tolerate various 1,2,3,4-tetrahydroquinoline derivatives and some other N-heterocycles. The corresponding N-heteroaromatics could be obtained in 59–86% yields. The mechanism investigation suggested that the aerobic oxidative dehydrogenation might proceed with imine intermediate through radical paths.
High efficiency microwave-assisted synthesis of quinoline from acrolein diethyl acetal and aniline utilizing Ni/Beta catalyst
Li, An,Yang, Zan,Yang, Tao,Luo, Cai-Wu,Chao, Zi-Sheng,Zhou, Cong-Shan
, p. 21 - 25 (2018/07/06)
A facile and solvent-free microwave-assisted approach to quinoline was developed by utilizing both acrolein diethyl acetal and aniline as reagents, firstly employing Ni/Beta zeolite as mild, ecofriendly and low-cost solid catalyst. As high as 83% yield of quinoline was quickly achieved at a short microwave time. The results indicated that the effect of Ni on Beta zeolite not only significantly promoted conversion of acrolein diethyl acetal to effective intermediate but also dramatically accelerated dehydrogenation rate of tetrahydroquinoline/dihydroquinoline to quinoline.
Palladium Nanoparticles Stabilized by Metal–Carbon Covalent Bonds as an Expeditious Catalyst for the Oxidative Dehydrogenation of Nitrogen Heterocycles
Sun, Xiao-Tao,Zhu, Jie,Xia, Yun-Tao,Wu, Lei
, p. 2463 - 2466 (2017/07/12)
The first method for the dehydrogenation of nitrogen heterocycles catalyzed by a palladium nanocatalyst was developed. Carbon–metal covalent-bond-stabilized nanoparticles were found to be efficient for the dehydrogenation process in the presence of tert-butyl hydroperoxide. A variety of N-heterocycles were transformed into functionalized quinolines in medium to excellent yields in water as the solvent under mild conditions by a simple operation.
Synthesis of quinolines by iron-catalyzed reaction of anilines with propane-1,3-diol
Khusnutdinov,Bayguzina,Aminov
, p. 2725 - 2727 (2016/02/18)
Quinoline and its derivatives were synthesized by cyclocondensation of anilines with propane-1,3-diol in 57-96% yield in the presence of iron-containing catalysts in carbon tetrachloride.
NaBH4-TMEDA and a palladium catalyst as efficient regio- and chemoselective system for the hydrodehalogenation of halogenated heterocycles
Chelucci, Giorgio,Figus, Susanna
, p. 191 - 209 (2014/07/21)
The pair NaBH4-TMEDA as hydride source and a palladium catalyst in THF prove to be an efficient system for the hydrodehalogenation of halogenated heterocycles with one or more heteroatoms. In general, Pd(OAc) 2-PPh3 rapidly hydrodehalogenates reactive halo-heterocycles such as bromo-pyridines, -quinolines, -thiophenes, -indoles, -imidazoles, etc., at room temperature in very good yields, whereas in most cases PdCl2(dppf) reduces less reactive halides such as chloro-pyridines, -quinolines, -pyrimidines and bromo-indoles, -benzofurans, etc. Moreover, PdCl2(tbpf) shows to be even more active removing the 2- and 5-chlorine from both thiophene and thiazole rings. The reaction conditions tolerate various functional groups, allowing highly chemoselective reactions in the presence of halide, ester, alkyne, alkene and nitrile substituents. Moreover, with a proper selection of the catalyst it is also possible to obtain a good control in the regioselective hydrodehalogenation of a variety of polyhalogenated substrates.
One-pot synthesis of N-aryl propargylamine from aromatic boronic acid, aqueous ammonia, and propargyl bromide under microwave-assisted conditions
Jiang, Yu-Bo,Zhang, Wen-Sheng,Cheng, Hui-Ling,Liu, Yu-Qi,Yang, Rui
, p. 779 - 782 (2014/06/09)
A facile, one-pot synthesis of N-aryl propargylamine from aromatic boronic acid, aqueous ammonia, and propargyl bromide has been achieved under microwave-assisted conditions. The reactions can be smoothly completed within a total 10 min through a two-step procedure, including copper-catalyzed coupling of aromatic boronic acids with aqueous ammonia and following propargylation by propargyl bromide.
Quinoline and phenanthroline preparation starting from glycerol via improved microwave-assisted modified Skraup reaction
Saggadi, Hanen,Luart, Denis,Thiebault, Nicolas,Polaert, Isabelle,Estel, Lionel,Len
, p. 21456 - 21464 (2014/06/10)
An efficient "green" modified Skraup reaction in neat water was developed using inexpensive, abundant and environmentally-friendly glycerol under microwave irradiation conditions. Starting from aniline derivatives, various quinolines were obtained in 10-66% yields. The use of nitroaniline led to the corresponding phenanthrolines in 15-52% yields, respectively. This journal is the Partner Organisations 2014.
Synthesis and Antiproliferative Activity of Some Ellipticine-Like 11H-Pyrido[a]carbazole Derivatives
Ferlin, Maria Grazia,Gia, Ornella,DallaVia, Lisa
experimental part, p. 1872 - 1883 (2012/07/03)
Some modified 11H-pyrido[a]carbazoles (11H-PyC) and their corresponding tetrahydro derivatives (11H-THPyC) were prepared. A common multistep pathway characterized by conventional reactions, including a Fischer-indole-type synthesis, yielded the tetracycli
Synthesis of 7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) via Pd-catalyzed directed double C-H functionalization of 8,8′-biquinolyl: Emergence of an atropos from a tropos state
Wang, Chao,Flanigan, Darrin M.,Zakharov, Lev N.,Blakemore, Paul R.
supporting information; experimental part, p. 4024 - 4027 (2011/10/02)
7,7′-Dihydroxy-8,8′-biquinolyl (azaBINOL) was prepared from 2-chloroaniline in four steps: (1) the Skraup reaction, (2) Ni-catalyzed reductive coupling of 8-chloroquinoline, (3) Pd(II)-catalyzed double C-H functionalization of 8,8′-biquinolyl mediated by
