18861-57-9Relevant articles and documents
Organic-inorganic hybrid silica materials containing imidazolium and dihydroimidazolium salts as recyclable organocatalysts for Knoevenagel condensations
Trilla, Montserrat,Pleixats, Roser,Man, Michel Wong Chi,Bied, Catherine
, p. 1815 - 1820 (2009)
Organic-inorganic hybrid silica materials containing imidazolium and dihydroimidazolium salts prepared from monosilylated and disilylated monomers by sol-gel methodologies are active and reusable organocatalysts for the Knoevenagel condensation of aromatic aldehydes with malononitrile and ethyl cyanoacetate under solvent-free conditions. Our immobilized systems present higher activities than related homogeneous bis-imidazolium salts, showing the cooperative effect of the matrix surface and the additional advantage of easy recycling. The best performances were obtained with the material derived from polycondensation of a disilylated dihydroimidazolium salt in the absence of tetraethoxysilane (TEOS). The Royal Society of Chemistry 2009.
New pyridinecarbonitriles from fluoro arylpropenones
Mishriky, N.,Asaad, F. M.,Ibrahim, Y. A.,Girgis, A. S.
, p. 35 - 39 (1994)
The facile synthetic approaches to 3-pyridinecarbonitriles are described.The first approach involves the base-catalyzed transformation of 4-hydroxy-1,1-cyclohexanedicarbonitrile 2a into 4a, b.The other route involves the base-catalyzed multi-step one-pot reaction of aryl methyl ketones with the appropriate arylidenemalononitriles 6, 11a, b.Careful study of the synthesis of 2a, b from 1a, b revealed the importance of controlling the reaction conditions.Thus, 1,7-dioxo-4,4-heptanedicarbonitriles 3a, b or 3-pyridinecarbonitrile 4a were obtained in addition to the desired 2a, b under different basic conditions.
Highly Active Copper(I)-Chalcogenone Catalyzed Knoevenagel Condensation Reaction Using Various Aldehydes and Active Methylene Compounds
Mannarsamy, Maruthupandi,Prabusankar, Ganesan
, (2021/10/05)
First copper(I) chalcogenones catalysed Knoevenagel Condensation reactions have been reported. No illustration of the utilization of this copper-chalcogenone complex class in Knoevenagel Condensation catalysis can be found. Thus, copper(I) bis(benzimidazole-2-chalcogenone) catalysts [Cu(L1)4]+BF4? (1) and [Cu(L2)4]+BF4? (2) (L1 = bis(1-isopropyl-benzimidazole-2-selone)-3-ethyl; L2 = bis(1-isopropyl-benzimidazole-2-thione)-3-ethyl) have been utilized as catalysts in the Knoevenagel Condensation reactions. These copper(I) chalcogenone catalysts have shown high efficiency for the catalytic Knoevenagel Condensation of aryl aldehydes and active methylene compounds. In particular, complex 2, exhibit the best catalytic activities. The scope of the catalytic reactions has been investigated with 22 different molecules. The excellent catalytic activity has been depicted for various types of substrates with either electron-rich or deficient aryl aldehydes. The present investigation features relatively mild reaction conditions with good functional group tolerance and excellent yields. Graphic Abstract: The first copper(I)-chalcogenone complexes catalysed Knoevenagel Condensation reactions?have also been investigated, and revealed the best catalytic activities. [Figure not available: see fulltext.]
Development of Novel Mitochondrial Pyruvate Carrier Inhibitors to Treat Hair Loss
Liu, Xiaoguang,Flores, Aimee A.,Situ, Lisa,Gu, Wen,Ding, Hui,Christofk, Heather R.,Lowry, William E.,Jung, Michael E.
, p. 2046 - 2063 (2021/02/16)
Herein, we report the synthesis and evaluation of novel analogues of UK-5099 both in vitro and in vivo for the development of mitochondrial pyruvate carrier (MPC) inhibitors to treat hair loss. A comprehensive understanding of the structure-activity relationship was obtained by varying four positions of the hit compound, namely, the alkyl group on the N1 position, substituents on the indole core, various aromatic and heteroaromatic core structures, and various Michael acceptors. The major discovery was that the inhibitors with a 3,5-bis(trifluoromethyl)benzyl group at the N1 position were shown to have much better activity than JXL001 (UK-5099) to increase cellular lactate production. Additionally, analogue JXL069, possessing a 7-azaindole heterocycle, was also shown to have significant MPC inhibition activity, which further increases the chemical space for drug design. Finally, more than 10 analogues were tested on shaved mice by topical treatment and promoted obvious hair growth on mice.
Synthesis and Characterization of a Crown-Shaped 36-Molybdate Cluster and Application in Catalyzing Knoevenagel Condensation
He, Peipei,Kannan, Thirumurthy,Kong, Hui,Ma, Pengtao,Niu, Jingyang,Wang, Jiawei,Wang, Jingping,Xu, Baijie,Xu, Qiaofei
, (2020/07/27)
A novel crown-shaped 36-molybdate cluster with organophosphonate-functionalized polyoxomolybdates, (NH4)17Na7H12[Co(H2O)TeMo6O21{N(CH2PO3)3}]6·42H2O, has been successfully synthesized and well-characterized. It owns the highest nuclearity in the family of organophosphonate-based polyoxometalates reported so far. Furthermore, for the first time in the field, we illustrated that polyoxomolybdate could work as an effective heterogeneous catalyst for the Knoevenagel condensation reaction with high TOF (7714 h-1) and good recyclability. Impressively, the catalytic performance of 1 was also tested successfully in a large scale (～10 g) reaction, where 89percent of reaction yield and 3216 of TON were afforded.
