61828-53-3Relevant academic research and scientific papers
Rh-Catalyzed aldehydic C-H alkynylation and annulation
Ramakrishna, Boddu S.,Rao, Maddali L. N.
, p. 1402 - 1411 (2020/03/03)
Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-
An efficient tandem synthesis of chromones from: O -bromoaryl ynones and benzaldehyde oxime
Zhang, Jing-Wen,Yang, Wan-Wan,Chen, Lu-Lu,Chen, Pei,Wang, Yan-Bo,Chen, Dan-Yun
, p. 7461 - 7467 (2019/08/20)
An effective transition-metal-free strategy was developed for the preparation of chromones from o-bromoaryl ynones and benzaldehyde oxime through sequential C-O bond formation. This cyclization reaction could well tolerate a wide range of functional groups, and the corresponding chromones were given in moderate to excellent yields. Mechanistically, benzaldehyde oxime as a hydroxide source and 1,3-diketone derivatives as reaction intermediates were involved in this transformation.
Soft-enolization Baker-Venkataraman Rearrangement Enabled Total Synthesis of Dirchromones and Related 2-Substituted Chromones
St-Gelais, Alexis,Alsarraf, Jér?me,Legault, Jean,Gauthier, Charles,Pichette, André
supporting information, p. 7424 - 7428 (2019/01/03)
A seven-step total synthesis of the original scaffold of cytotoxic dirchromones involving an unprecedented soft-enolization Baker-Venkataraman rearrangement was designed. The methodology enabled access to naturally occurring dirchromone 1 (21% overall yield) at gram-scale, which was screened for cytotoxicity against 13 cancer cell lines. The scope of the soft-enolization Baker-Venkataraman rearrangement encompasses diversely substituted dirchromones, including flavonoids, 2-styrylchromones, and 2-phenylethylchromones.
Synthesis of chiral chromanols: Via a RuPHOX-Ru catalyzed asymmetric hydrogenation of chromones
Ma, Yujie,Li, Jing,Ye, Jianxun,Liu, Delong,Zhang, Wanbin
supporting information, p. 13571 - 13574 (2019/01/05)
Chiral chromanols and their derivatives have been synthesized via a RuPHOX-Ru catalyzed asymmetric hydrogenation of chromones in high yields, >20:1 drs and with up to 99.9% ee. Control experiments show that the reaction undergoes two sequential asymmetric hydrogenation steps of the CC and CO double bonds. The reaction could be performed on a gram-scale with a relatively low catalyst loading (up to 1000 S/C), and the resulting products can be transformed to several biologically active compounds.
2-SUBSTITUTED-5-HYDROXY-4H-CHROMEN-4-ONES AS NOVEL LIGANDS FOR THE SEROTONIN RECEPTOR 2B (5-HT2B)
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Page/Page column 20, (2015/09/22)
A family of compounds which function as selective ligands for the serotonin receptor 2B (5-HT2B) is identified. Some of the compounds are synthetic non-natural ligands which have a relatively strong interaction with 5-HT2B compared to naturally occurring compounds (some of which are identified for the first time herein as ligands for 5-HT2B). Because the compounds, both naturally occurring and synthetically produced, function as ligands for 5-HT2B they will have application in, for example, the treatment and/or prevention of nervous system disorders such as Alzheimer's disease.
Ruthenium-NHC-catalyzed asymmetric hydrogenation of flavones and chromones: General access to enantiomerically enriched flavanones, flavanols, chromanones, and chromanols
Zhao, Dongbing,Beiring, Bernhard,Glorius, Frank
, p. 8454 - 8458 (2013/09/02)
Two to four! Readily available flavones and chromones were efficiently converted into four valuable chiral classes of O-heterocycles - flavanones, chromanones, flavanols, and chromanols - by means of an enantioselective Ru/NHC-catalyzed hydrogenation process (see scheme; NHC=N-heterocyclic carbene, PCC=pyridinium chlorochromate). Copyright
An efficient procedure for the preparation of natural products bearing the 2-(2-phenylethyl)chromone skeleton
Williams, Dwight A.,Smith, Cameron,Zhang, Yan
, p. 4292 - 4295 (2013/07/26)
Several 2-(2-phenylethyl)chromones have been shown to possess neuroprotective activity. However, limited synthetic methods have been disclosed to construct the 2-(2-phenylethyl)chromone skeleton. Herein, we report a straightforward 3-step preparation of f
Synthesis of 2-(2-phenylethyl)chromones
Goel, Sharda,Shashi,Makrandi
, p. 535 - 536 (2007/10/03)
2-(2-Phenylethyl)chromones have been obtained by selective reduction of double bond of the styryl group in 2-styrylchromones involving catalytic hydrogen transfer reaction using ammonium formate in the presence of Pd-C.
