139386-27-9Relevant articles and documents
Enzyme-catalyzed conversion of chemical structures on the surface of gold nanorods
Kusaka, Eriko,Ito, Takeo,Tanabe, Kazuhito,Nishimoto, Sei-Ichi
, p. 1435 - 1444 (2013)
For developing metal nanoparticles of which surface chemical structures could be altered by enzymes in the cells, functional linkers caged by coumaric acids have been synthesized. Synthesized gold nanorod (GNR) conjugates possessing coumaric acid precursors underwent (porcine liver) esterase-catalyzed hydrolysis on their surface to afford GNRs coated with amino-functionalized polyethylene glycol and fluorescent coumarins as reporter molecules for monitoring the conversion. The chemical structural conversion on the GNR surfaces was successfully observed inside cells by fluorescence microscopy when GNR conjugates were incubated with tumor cells.
Free radical scavenging and α-glucosidase inhibitory activity of (E)-methyl/ethyl-3-(2-hydroxyphenyl)acrylates
Harikrishna, G.,Hariprasad, K. Siva,Raju, B. China,Tiwari, A. K.,Zehra, A.
, p. 111 - 116 (2021/09/28)
(E)-Methyl/ethyl-3-(2-hydroxyphenyl)acrylates 3a-x have been prepared by the reaction of salicylaldehydes 1a-l with Wittig reagents such as methyl (triphenylphosphoranylidene)acetate 2a and ethyl (triphenylphosphoranylidene)acetate 2b in dry DCM at room t
Rh-Catalyzed Deformylative Coupling of Salicylaldehydes with Acrylates and Acrylamides
Rao, Maddali L.N.,Ramakrishna, Boddu S.
supporting information, p. 5677 - 5683 (2019/05/01)
An unprecedented deformylative coupling of salicylaldehydes to acrylates and acrylamides under Rh-catalyzed conditions is reported. These deformylative couplings afforded o-hydroxycinnamates and o-hydroxycinnamamides with broad functional group tolerance and high chemoselectivity under milder reaction conditions.
A Simple and Broadly Applicable C?N Bond Forming Dearomatization Protocol Enabled by Bifunctional Amino Reagents
Ma, Xiaofeng,Farndon, Joshua J.,Young, Tom A.,Fey, Natalie,Bower, John F.
supporting information, p. 14531 - 14535 (2017/10/18)
A C?N bond forming dearomatization protocol with broad scope is outlined. Specifically, bifunctional amino reagents are used for sequential nucleophilic and electrophilic C?N bond formations, with the latter effecting the key dearomatization step. Using t
3-Trifluoromethylated Coumarins and Carbostyrils by Radical Trifluoromethylation of ortho-Functionalized Cinnamic Esters
Chaabouni, Slim,Simonet, Florent,Fran?ois, Alison,Abid, Souhir,Galaup, Chantal,Chassaing, Stefan
supporting information, p. 271 - 277 (2017/01/24)
A method for the trifluoromethylation of ortho-hydroxycinnamic esters was developed to achieve the regioselective synthesis of 3-trifluoromethylated coumarins. The reaction was performed by using the Togni reagent as the CF3source under mild conditions and showed good functional- group tolerance. The scope of this copper-mediated method was further expanded to the synthesis of 3-trifluoromethylated carbostyrils starting from ortho-aminocinnamic derivatives. Interestingly, a sequential one-pot synthesis of 3-trifluoromethylated coumarins starting from salicylaldehydes was further developed. The mechanism of this cascade reaction was explored, and a radical pathway was found to be consistent with the obtained results.
Transition Metal Free C-N Bond Forming Dearomatizations and Aryl C-H Aminations by in Situ Release of a Hydroxylamine-Based Aminating Agent
Farndon, Joshua J.,Ma, Xiaofeng,Bower, John F.
supporting information, p. 14005 - 14008 (2017/10/17)
We outline a simple protocol that accesses directly unprotected secondary amines by intramolecular C-N bond forming dearomatization or aryl C-H amination. The method is dependent on the generation of a potent electrophilic aminating agent released by in situ deprotection of O-Ts activated N-Boc hydroxylamines.
Synthesis and Biological Evaluation of ortho-Aryl N-Hydroxycinnamides as Potent Histone Deacetylase (HDAC) 8 Isoform-Selective Inhibitors
Huang, Wei-Jan,Wang, Yi-Ching,Chao, Shi-Wei,Yang, Chen-Yui,Chen, Liang-Chieh,Lin, Mei-Hsiang,Hou, Wen-Chi,Chen, Mei-Yu,Lee, Tai-Lin,Yang, Ping,Chang, Chung-I
, p. 1815 - 1824 (2012/10/29)
Histone deacetylases (HDACs) are a family of enzymes that play a crucial role in biological process and diseases. In contrast to other isozymes, HDAC8 is uniquely incapable of histone acetylation. In order to delineate its physiological function, we devel
Phosphine-catalyzed synthesis of highly functionalized coumarins
Henry, Christopher E.,Kwon, Ohyun
, p. 3069 - 3072 (2008/02/11)
2-Styrenyl allenoates are converted into cyclopentene-fused dihydrocoumarins through phosphine-catalyzed regio- and diastereoselective [3 + 2] cycloadditions. Remarkably, changing the solvent from THF to benzene promotes the conversion of the 2-(2-nitrostyrenyl) allenoate into a tricyclic nitronate through a previously undocumented mode of phosphine catalysis. This nitronate was subjected to efficient face-, regio-, and exo-selective 1,3-dipolar cycloadditions to provide tetracyclic coumarin derivatives.
An efficient route from coumarins to highly functionalized N-phenyl-2-quinolinones via Buchwald-Hartwig amination
Ullrich, Thomas,Giraud, Francis
, p. 4207 - 4211 (2007/10/03)
Multiple substituted N-phenyl-2-quinolinones were obtained in a convenient four-step route from a variety of commercially available coumarins, utilizing customised Buchwald-Hartwig amination protocols for the key reaction. Whereas simple aminolysis of cou
