164403-02-5Relevant academic research and scientific papers
Isostructurality of quinoxaline crystal phases: The interplay of weak hydrogen bonds and halogen bonding
Bowen, Richard D.,Fenwick, Nathan W.,Saidykhan, Amie,Seaton, Colin C.,Telford, Richard
, p. 7108 - 7117 (2021/10/26)
Tailoring the physical properties of molecular crystals though the construction of solid solutions requires the existence of isostructural crystals. Simple substitutions of a given molecular framework can give a range of different crystal structures. A se
Synthesis and biological evaluation of novel 1,2,4-triazine derivatives bearing carbazole moiety as potent α-glucosidase inhibitors
Wang, Guangcheng,Wang, Jing,He, Dianxiong,Li, Xin,Li, Juan,Peng, Zhiyun
, p. 2806 - 2809 (2016/06/09)
A new series of 1,2,4-triazine derivatives bearing carbazole moiety 7a-7p were designed, synthesized, and evaluated for their α-glucosidase inhibitory activity. The majority of the screened compounds displayed potent α-glucosidase inhibitory activity, with IC50 values in the range of 4.27 ± 0.07-47.75 ± 0.25 μM as compared to the standard drug acarbose. Among the series, compound 7k represented the most potent α-glucosidase inhibitory activity with IC50 values of 4.27 ± 0.07 μM. Kinetic analysis revealed that compound 7k is a non-competitive inhibitor with a Ki of 4.43 μM. Furthermore, the binding interactions of compound 7k with α-glucosidase was confirmed through molecular docking. This study showed these 1,2,4-triazine derivatives bearing carbazole moiety as a new class of α-glucosidase inhibitors.
A new protocol for one-pot synthesis of tetrasubstituted pyrroles using tungstate sulfuric acid as a reusable solid catalyst
Farahi, Mahnaz,Davoodi, Mahdiyeh,Tahmasebi, Mina
, p. 1582 - 1584 (2018/03/22)
A variety of tetrasubstituted pyrroles were synthesized in good yields in a one-pot, three-component reaction of α-hydroxyketones, malononitrile, and ammonium acetate using tungstate sulfuric acid (TSA) under solvent-free conditions.
Highly enantioselective hydrogenation of o-alkoxy tetrasubstituted enamides catalyzed by a Rh/(R, S)-josiphos catalyst
Meng, Jingjing,Gao, Min,Lv, Hui,Zhang, Xumu
supporting information, p. 1842 - 1845 (2015/04/27)
Rh/(R,S)-JosiPhos complex-catalyzed asymmetric hydrogenation of o-alkoxy tetrasubstituted enamides has been achieved, and it furnished a set of β-amino alcohol analogues in high yields and excellent enantiomeric excesses (>99% conversion, up to 99% ee).This method provides valuable chiral building blocks in chiral pharmaceuticals and useful motifs for catalysts.
Synthesis of functionalized γ-lactones via a three-component cascade reaction catalyzed by consecutive N-heterocyclic carbene systems
Zhao, Qian,Han, Bo,Wang, Biao,Leng, Hai-Jun,Peng, Cheng,Huang, Wei
, p. 26972 - 26976 (2015/03/30)
Two consecutive N-heterocyclic carbene (NHC) catalytic systems were combined in a one-pot cascade reaction for the assembly of aromatic aldehydes and 2-haloenals into a structurally complex γ-lactone backbone. To our knowledge, this is the first report of NHC-catalyzed [3 + 2] annulation of α,β-unsaturated acylazoliums with 1,2-bisnucleophiles.
Poly(4-vinylimidazolium) iodides: A highly recyclable organocatalyst precursor for benzoin condensation reaction
Seo, Ue Ryung,Chung, Young Keun
, p. 32371 - 32374 (2014/08/18)
The development of highly efficient, recyclable poly(4-vinylimidazolium) iodides (2) for the benzoin condensation reaction under mild reaction conditions is discussed: poly(4-vinyl N-heterocyclic carbene)s (3) obtained from 2 showed higher catalytic activity than monomeric 4-vinyl N-heterocyclic carbene and could be successfully recovered and reused over seven times without loss of performance. the Partner Organisations 2014.
One-pot asymmetric synthesis of substituted tetrahydrofurans via a multicatalytic benzoin/Michael/acetalization cascade
He, Gu,Wu, Fengbo,Huang, Wei,Zhou, Rui,Ouyang, Liang,Han, Bo
supporting information, p. 2311 - 2319 (2014/07/21)
A sequential benzoin/Michael/acetalization tandem reaction catalyzed by NHC and amine together has been developed to assemble aromatic aldehydes and enals into chiral tetrahydrofuran derivatives bearing multiple functional groups and stereogenic centers with high stereoselectivity of up to 95:5 dr and 96% ee. The high yield and stereocontrol of this process may be due to both acid-promoted symmetrization of racemic acyloins and iminium ion activation of enals.
Chemoselective and repetitive intermolecular cross-acyloin condensation reactions between a variety of aromatic and aliphatic aldehydes using a robust N-heterocyclic carbene catalyst
Jin, Ming Yu,Kim, Sun Min,Mao, Hui,Ryu, Do Hyun,Song, Choong Eui,Yang, Jung Woon
supporting information, p. 1547 - 1550 (2014/03/21)
We found that chemoselectivity of the crossed acyloin product is controlled by the adjustment of the aromatic aldehyde/aliphatic aldehyde ratio. Moreover, we observed the persistent catalytic activity of the homogeneous NHC catalyst in a solution due to N
N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
Romanov-Michailidis, Fedor,Besnard, Celine,Alexakis, Alexandre
supporting information, p. 4906 - 4909,4 (2012/12/12)
In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
N-heterocyclic carbene-catalyzed annulation of α-cyano-1,4-diketones with ynals
Romanov-Michailidis, Fedor,Besnard, Céline,Alexakis, Alexandre
supporting information, p. 4906 - 4909 (2013/01/15)
In this paper, the first stereoselective annulation reaction between r-cyano-1,4-diketones and ynals, mediated by catalytic amounts of a triazolium salt precatalyst and cocatalytic amounts of a weak carboxylate base, is disclosed. The title transformation proceeds smoothly under mild reaction conditions and generates three contiguous stereogenic centers, one of which is a quaternary acetal carbon. This reaction tolerates a wide variety of electronically distinct substituents on both reaction partners and affords privileged bicyclic scaffolds in 61-90% isolated yields and with up to 20:1 diastereomeric preference.
