53174-89-3Relevant academic research and scientific papers
Tandem Rh-Catalyzed [4 + 2] Vinylic C-H O-Annulation of Exocyclic Enones with Alkynes and 1,5-H Shift
Zhao, Yinsong,Yu, Chuangui,Wang, Tianbao,She, Zhijie,Zheng, Xuesong,You, Jingsong,Gao, Ge
, p. 1074 - 1077 (2018)
Active pyrylium intermediates are in situ generated by a Rh-catalyzed vinylic C-H annulation reaction between exocyclic α,β-enones and alkynes, which undergo a base-promoted rearrangement via 1,5-H shift to form 1H-benzo[f]chromene derivatives.
Synthesis, in vitro and in vivo evaluation of 2-aryl-4H-chromene and 3-aryl-1H-benzo[f]chromene derivatives as novel α-glucosidase inhibitors
Spasov, Alexander A.,Babkov, Denis A.,Osipov, Dmitry V.,Klochkov, Vladlen G.,Prilepskaya, Diana R.,Demidov, Maxim R.,Osyanin, Vitaly A.,Klimochkin, Yuri N.
supporting information, p. 119 - 123 (2018/10/20)
Herein we report a study of novel arylchromene derivatives as analogs of naturally occurring flavonoids with prominent α-glucosidase inhibitory properties. Novel inhibitors were identified via simple stepwise in silico screening, efficient synthesis, and biological evaluation. It is shown that 2-aryl-4H-chromene core retains pharmacophore properties while being readily available synthetically. A lead compound identified through screening inhibits yeast α-glucosidase with IC50 of 62.26 μM and prevents postprandial hyperglycemia in rats at 2.2 mg/kg dose.
P-TSA catalyzed tandem conjugate addition/annulation/elimination process for the synthesis of 2,4-disubstituted-4H-benzo[f]chromenes
Yaragorla, Srinivasarao,Saini, Pyare Lal
, p. 983 - 988 (2017/11/10)
A simple and user friendly protocol for the synthesis of biologically important 2,4-diaryl-4H-benzo[f]chromenes has been described starting from the readily available naphthols and chalcones catalyzed by p-TSA.
: NBu4NPF6 promoted regioselective cascade synthesis of functionally embellished naphthofurans under acid, metal & solvent free conditions
Pareek, Abhishek,Dada, Ravikrishna,Rana, Monika,Sharma, Anuj K.,Yaragorla, Srinivasarao
, p. 89732 - 89743 (2016/10/03)
nBu4NPF6 mediated highly regioselective synthesis of functionally embellished naphthofurans has been achieved from easily available naphthols and propargyl alcohols through a cascade benzylation, oxacyclisation (5-exo dig) and isomerization under solvent free conditions. The reaction works in a short time through dibenzyl ether formation followed by the decomposition to the carbocation to furnish the high yielding products with large substrate scope. The synthetic utility of the products is demonstrated through C(sp3)-H functionalization. In addition, we investigated selected naphthofurans for their anti-amyloidogenic properties. Preliminary studies suggest that these are excellent inhibitors for amyloid formation, a hallmark for several neurodegenerative diseases.
