2286-55-7Relevant academic research and scientific papers
Prolinamide functionalized polyacrylonitrile fiber with tunable linker length and surface microenvironment as efficient catalyst for Knoevenagel condensation and related multicomponent tandem reactions
Zhu, Hai,Xu, Gang,Du, Huimin,Zhang, Chenlu,Ma, Ning,Zhang, Wenqin
, p. 217 - 229 (2019/05/16)
A series of new prolinamide polyacrylonitrile fiber catalysts with tunable length of alkyl linker and different linker group were prepared by covalent bonding for the first time and well characterized by mechanical strength, FT-IR, XRD, EA, TGA, SEM and water contact angel. The catalytic activities of these fiber catalysts were evaluated in Knoevenagel condensation and one-pot Knoevenagel-Michael multicomponent tandem reactions to synthesize α, β-unsaturated nitrile and 2-amino-4H-chromene derivatives in water. The result show that the suitable linker length attaching amines to fiber matrix as well as the constructed hydrophobic microenvironment by linker group within the surface layers of fiber materials effectively promotes the reactions. In addition, the good swollen capacity of fiber in solvent ensure that the reaction proceed well. Fiber catalyst PANPA?2F modified by prolinamide with a C2 alkyl chain exhibited the best catalytic performance and can be easily recovered and reused for at least ten consecutive cycles without significant loss of catalytic activity and active sites leaching.
Asymmetric Reaction of p-Quinone Diimide: Organocatalyzed Michael Addition of α-Cyanoacetates
Reddy, Sivakumar N.,Reddy, Venkatram R.,Dinda, Shrabani,Nanubolu, Jagadeesh Babu,Chandra, Rajesh
supporting information, p. 2572 - 2575 (2018/05/17)
Hitherto unknown catalytic enantioselective transformation of p-quinone diimides is achieved using chiral bifunctional organic molecules. Bifunctional thiourea compounds catalyze the Michael addition of cyanoacetates with excellent yields and enantioselec
Isocyanate-functionalized starch as biorenewable backbone for the preparation and application of poly(ethylene imine) grafted starch
Fu, Lixia,Peng, Yanqing
, p. 1547 - 1554 (2017/07/18)
Reactive supports provide versatile platforms for surface decoration, affording various functional materials widely used in chemical and biological research. Considering the biodegradability, biocompatibility, and economy, starch is a suitable support med
Calcium ferrite, an efficient catalyst for knoevenagel condensation(A green approach)
Pippal, Parveen,Singh, Prabal Pratap
, p. 1736 - 1743 (2017/10/27)
Calcium ferrite NPs catalyst have been used as a cheaper and highly efficient catalyst for Knoevenagel condensation of active methylene substrate with various carbonyl compounds affording condensed products in excellent yields in shorter reaction time. Th
Stereoselective synthesis of vic-halohydrins and an unusual Knoevenagel product from an organocatalyzed aldol reaction: A non-enamine mode
Thorat,Goswami,Sondankar,Bhusare
, p. 1093 - 1100 (2015/07/01)
Stereoselective synthesis by an aldol reaction between chloroacetone and aldehyde was studied using a synthesized chiral organocatalyst and triethylamine. The reaction gave α-chloro-β-hydroxy ketones in excellent yield with high anti selectivity and enantioselectivity. The chiral organocatalyst was also used in the Knoevenagel reaction, which gave α-cyano-β-hydroxy ketones at a low temperature and the usual Knoevenagel product at a high temperature. Both products were obtained in good to moderate yield with good anti selectivity in the case of α-cyano-β-hydroxy ketone derivatives.
Discovery, stereospecific characterization and peripheral modification of 1-(pyrrolidin-1-ylmethyl)-2-[(6-chloro-3-oxo-indan)-formyl]-1,2,3,4-tetrahydroisoquinolines as novel selective κ opioid receptor agonists
Gan, Zong-Jie,Wang, Yu-Hua,Xu, Yun-Gen,Guo, Ting,Wang, Jun,Song, Qiao,Xu, Xue-Jun,Hu, Shi-Yuan,Wang, Yu-Jun,Wang, De-Chuan,Sun, De-Zhu,Zhang, Di,Xi, Tao,Li, Hao-Dong,Zhang, Hai-Bo,Hang, Tai-Jun,Lu, Hong-Guo,Liu, Jing-Gen
, p. 5656 - 5673 (2015/05/27)
A novel series of 1-(pyrrolidin-1-ylmethyl)-2-[(3-oxo-indan)-formyl]-1,2,3,4-tetrahydroisoquinoline derivatives maj-3a-maj-3u were synthesized and evaluated in vitro for their binding affinity at κ-opioid receptors. Maj-3c displayed the highest affinity for κ-opioid receptors (Ki = 0.033 nM) among all the compounds evaluated. Furthermore, all four stereoisomers of compound 3c were prepared, and (1S,18S)-3c was identified as the most potent (Ki = 0.0059 nM) κ-opioid receptor agonist among the four stereoisomers. Maj-3c produced significant antinociception (ED50 = 0.000406 mg kg-1) compared to U-50,488H and original BRL 52580 in the acetic acid writhing assay, but its strong sedative effect (ED50 = 0.000568 mg kg-1) observed in the mouse rotation test reduced its druggability. To minimize the central nervous system side effects, a series of hydroxyl-containing analogs of maj-3c were synthesized, and maj-11a was found to be a potent κ-opioid receptor agonist (Ki = 35.13 nM). More importantly, the dose for the sedative effect (ED50 = 9.29 mg kg-1) of maj-11a was significantly higher than its analgesic dose (ED50 = 0.392 mg kg-1), which made it a promising peripheral analgesic candidate compound with weak sedative side effects.
Synthesis and antiproliferative activity in vitro of new 2-aminobenzimidazole derivatives. Reaction of 2-arylideneaminobenzimidazole with selected nitriles containing active methylene group
Nowicka, Anna,Liszkiewicz, Hanna,Nawrocka, Wanda P.,Wietrzyk, Joanna,Kempińska, Katarzyna,Dry?, Andrzej
, p. 1047 - 1055 (2014/06/09)
A series of pyrimido[1,2-a]benzimidazole and a-cyanocinnamic acid derivatives have been synthesized in the reactions of Schiff bases 2-7 with selected nitriles containing an active methylene group: malononitrile 8-12, cyanoacetamide 13-16, benzyl cyanide 17-21, benzoylacetonitrile 22-24, cyanoacetate methyl ester 25-28 and benzylacetamide 29. The structures 8-29 were confirmed by the results of elementary analysis and their IR, 1H-, 13C-NMR and MS spectra. The products 8-29 of various chemical structure pyrimido[1,2-a] benzimidazole 8-12, 14-16, 17-21, 23-24, 26 and a-cyanocinnamic acid derivatives 13, 22, 25, 27, 28 were obtained, which are of interest for biological studies or which can be substrates for further synthesis. The selected compounds 10, 13, 14, 17, 19, 21, 23-25 and 28 were screened for their antiproliferative activity in vitro against neoplastic and normal cell lines. The most active two compounds were: 2-(o-bromophenylene)-3-cyano-4-phenyl-1,2-dihydropyrimido[1,2-a] benzimidazole (24) and 3-cyano-4-phenyl-2-(2,4-dimethoxyphenyl)-1,2- dihydropyrimido[1,2-a]benzimidazole (23). However, similarly like cisplatin used as the control, they showed no selectivity towards cancer cells, by inhibiting proliferation of normal mouse fibroblasts in similar manner. Versita Sp. z o.o.
Synthesis of on resin poly(propylene imine) dendrimer and its use as organocatalyst
Gopalakrishna Panicker, Rajesh Krishnan,Krishnapillai, Sreekumar
supporting information, p. 2352 - 2354 (2014/05/06)
Solid phase synthesis of poly(propylene imine) dendrimer is described. An iterative synthesis including double Michael addition of acrylonitrile to the primary amino groups on crosslinked polystyrene support followed by reduction of nitrile groups to amin
Ammonium fluoride as an inexpensive catalyst for Knoevenagel condensation in solvent-free conditions under microwave irradiation
Mogilaiah,Vinay Chandra,Jagadeeshwar,Kavitha
, p. 694 - 697 (2013/07/05)
Ammonium fluoride (NH4F) has been found to be an inexpensive catalyst for Knoevenagel condensation between aromatic aldehydes 1 and active methylene compounds 2 to afford arylidene derivatives 3 in excellent yields.
Proximal ester assistance vsstereoelectronic prohibition in catalytic N -acyliminium ion reactions: Stereoselective formation of aza-heterocycles with two contiguous quaternary-tertiary stereocenters
Saber, Moussa,Comesse, Sébastien,Dalla, Vincent,Netchita?lo, Pierre,Da?ch, Adam
supporting information; scheme or table, p. 2425 - 2429 (2011/11/04)
The catalytic intramolecular and intermolecular -amidoalkylation of deactivated N,O-acetals equipped with either two ester groups or both an ester and a cyano groups to the reactive center has been developed. Reactions in the cyano ester series proceeded
