41580-71-6Relevant academic research and scientific papers
Novel cyclotriveratrylene columnar liquid crystal with three alkyl chains: The balance between the number and length of alkyl chains for liquid crystalline behavior
Ruan, Anna,Guo, Hongyu,Yang, Chuang,Yang, Fafu
, p. 59 - 68 (2017)
Series of cyclotriveratrylene (CTV) derivatives with triazole ring and three alkyl groups were prepared by one-pot click condensation in yield of 80–88%. The structures and crown conformations were confirmed by NMR and MS. Their liquid crystalline properties were investigated by DSC, POM and XRD analysis. The studies on mesomorphic properties suggested that the CTV derivatives with pentyl, hexyl or dodecyl groups show no mesophase but the one with octadecyl groups possesses ordered hexagonal columnar mesophase. In comparison with the reported columnar CTV liquid crystals with six alkyl chains at least, the CTV columnar CTV liquid crystal with three alkyl chains was reported for the first time. These results suggested a subtle balance between the number and length of alkyl chains for columnar CTV liquid crystalline behavior.
Copper-Catalyzed Ring Opening of [1.1.1]Propellane with Alkynes: Synthesis of Exocyclic Allenic Cyclobutanes
Lasányi, Dániel,Tolnai, Gergely L.
supporting information, p. 10057 - 10062 (2019/12/24)
Despite the long history and interesting properties of propellanes, these compounds still have tremendous potential to be exploited in synthetic organic chemistry. Herein we disclose an experimentally simple procedure to achieve cyclobutane-containing allenes and alkynes through a copper-catalyzed ring opening of [1.1.1]propellane and subsequent reaction with ethynes.
Preparation of novel 1,2,3-triazole furocoumarin derivatives via click chemistry and their anti-vitiligo activity
Niu, Chao,Lu, Xueying,Aisa, Haji Akber
, p. 1671 - 1678 (2019/01/24)
The extracts of Psoralea corylifolia?L. were often used for the repigmentation of leukoderma (vitiligo) in traditional Uygur medicine thousands years ago. Nowadays, its active ingredient, furocoumarins, has been clinically applied since it exhibited stron
Synthesis of 3-Organoselenyl-2H-Coumarins from Propargylic Aryl Ethers via Oxidative Radical Cyclization
Fang, Jun-Dan,Yan, Xiao-Biao,Zhou, Li,Wang, Yu-Zhao,Liu, Xue-Yuan
supporting information, p. 1985 - 1990 (2019/03/13)
A metal-free oxidative radical cyclization/selenylation of propargylic aryl ethers with diaryl diselenides was developed. This protocol provided an alternative method to synthesize 3-organoselenyl-2H-coumarins via the formation of C?Se bond, C?C bond, and C=O bond in one step. Moreover, a broad range of functional groups (such as halogen, aldehyde, ketone, cyano, and nitro group) were tolerated. (Figure presented.).
Gold(III)-Catalyzed Intermolecular Oxidation-Cyclization of Ynones: Access to 4-Substituted Chroman-3-ones
Li, Jian,Yang, Fang,Ma, Yang-Ting,Ji, Kegong
supporting information, p. 2148 - 2153 (2019/03/28)
A synthesis of 4-substituted chroman-3-one derivatives has been developed through a gold(III) catalyzed oxidation-cyclization of ynones in good to excellent yield using easily prepared substrates. A broad range of synthetically useful functional groups (halide, alkene, alkyne, phenolic hydroxyl) were tolerated. Further application of this method paves a new way to prepare the skeleton of oblarotenoids. A cascade oxidative cyclization for construction of pyrano[2,3-c]chromen-1(5H)-one derivatives is also presented. (Figure presented.).
Copper-Catalyzed Asymmetric Hydroboration of 2 H-Chromenes Using a Chiral Diphosphine Ligand
Li, Xiufen,Wang, Chaoqiong,Song, Jianqiao,Yang, Zhihong,Zi, Guofu,Hou, Guohua
, p. 8638 - 8645 (2019/08/30)
A highly regioselective asymmetric hydroboration of 2H-chromenes catalyzed by the complex of CuCl and diphosphine ligand (S,R)-DuanPhos has been realized under mild conditions to produce 3-boryl chromans, achieving good yields and excellent enantioselectivities up to 96% ee. This work provides an efficient approach to the synthesis of chiral 3-boryl chromans and derivatives.
Synthesis of Tetrasubstituted α,β-Unsaturated Aldehydes via Radical 1,4-Aryl Migration/Trifluoromethylthiolation Cascade Reaction of Aryl Propynyl Ethers
Guo, Chun-Huan,Chen, Dao-Qian,Chen, Si,Liu, Xue-Yuan
supporting information, p. 2901 - 2906 (2017/09/08)
A one-pot synthesis of tetrasubstituted acrylaldehydes via difunctionalization of aryl propynyl ethers has been achieved, which involves a trifluoromethylthiolation process and a radical 1,4-aryl migration from oxygen to carbon. The reaction shows excellent conversion of aryl propynyl ethers into trifluoromethyl-containing α,β-unsaturated aldehydes through a radical pathway. (Figure presented.).
Design, synthesis and biological evaluation of LBM-A5 derivatives as potent P-glycoprotein-mediated multidrug resistance inhibitors
Wu, Yuxiang,Pan, Miaobo,Dai, Yuxuan,Liu, Baomin,Cui, Jian,Shi, Wei,Qiu, Qianqian,Huang, Wenlong,Qian, Hai
, p. 2287 - 2297 (2016/04/26)
A novel series of P-glycoprotein (P-gp)-mediated multidrug resistance (MDR) inhibitors with triazol-N-phenethyl-tetrahydroisoquinoline or triazol-N-ethyl-tetrahydroisoquinoline scaffold were designed and synthesized via click chemistry. Most of the synthesized compounds showed higher reversal activity than verapamil (VRP). Among them, the most potent compound 4 showed a comparable activity with the known potent P-gp inhibitor WK-X-34 with lower cytotoxicity toward K562 cells (IC50 >100 μM). Compared with VRP, compound 4 exhibited more potency in increasing drug accumulation in K562/A02 MDR cells. Moreover, compound 4 could significantly reverse MDR in a dose-dependent manner and also persist longer chemo-sensitizing effect than VRP with reversibility. Further mechanism studies revealed that compound 4 could remarkably increase the intracellular accumulation of Adriamycin (ADM) in K562/A02 cells as well as inhibit rhodamine-123 (Rh123) efflux from the cells. These results suggested that compound 4 may represent a promising candidate for developing P-gp-mediated MDR inhibitors.
Synthesis, QSAR and anticandidal evaluation of 1,2,3-triazoles derived from naturally bioactive scaffolds
Irfan, Mohammad,Aneja, Babita,Yadava, Umesh,Khan, Shabana I.,Manzoor, Nikhat,Daniliuc, Constantin G.,Abid, Mohammad
, p. 246 - 254 (2015/03/04)
In the present study, we used eight natural precursors (1a-h) with most of them having promising antimicrobial activities and synthesised their novel 1,2,3-triazole derivatives (3a-h). In the reaction sequences, the precursor compounds (1a-h) were convert
Synthesis of substituted 3-methylene-2,3-dihydrobenzofurans and 3-methylbenzofurans by rhodium (II)-catalyzed annulation
Chen, Ying-Yu,Chen, Kuan-Lin,Tyan, Yu-Chang,Liang, Chien-Fu,Lin, Po-Chiao
, p. 6210 - 6218 (2015/08/03)
Abstract The selective synthesis of substituted 3-methylene-2,3-dihydrobenzofurans and 3-methylbenzofurans has developed through Rh(II)-catalyzed denitrogenative annulation of N-sulfonyl-1,2,3-triazole at ambient to mild heating condition, respectively. F
