14736-30-2Relevant academic research and scientific papers
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.
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
supporting information, 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
K2CO3-catalyzed synthesis of chromones and 4-quinolones through the cleavage of aromatic C-O bonds
Zhao, Jie,Zhao, Yufen,Fu, Hua
supporting information; experimental part, p. 2710 - 2713 (2012/07/16)
Phenol-derived electrophiles are favorable substrates because phenols are naturally abundant or can be readily prepared from other aromatic compounds. However, the cleavage of aromatic C-O bonds is a great challenge because of their high energy. K2CO3-catalyzed intramolecular cyclization of 1-(2-alkoxyphenyl)-3-akylpropane-1,3-dione and 3-(alkylimino)-1-(2-methoxyphenyl)-2-methylpropan-1-one derivatives via the selective cleavage of aromatic C-O bonds is reported. The corresponding chromone and 4-quinolone derivatives were obtained in reasonable yields.
Transition-metal-free intramolecular Ullmann-type O-arylation: Synthesis of chromone derivatives
Zhao, Jie,Zhao, Yufen,Fu, Hua
, p. 3769 - 3773 (2011/05/15)
(Chemical Equation Presented) Expect the upexpected: A transition-metal- free approach to access chromone derivatives has been developed. The intramolecular O-arylation of substituted 1-(2-haloaryl)-propane-1,3-diones in DMF in the presence of K2CO3 gave the corresponding target products in good to excellent yields (see scheme; DMF = N,N′- dimethylformamide).
A Novel Synthesis of 4H-Chromen-4-ones via Intramolecular Wittig Reaction
Kumar, Pradeep,Bodas, Mandar S.
, p. 3821 - 3823 (2007/10/03)
formula presented The acylphosphoranes formed in a sequential manner from the reaction of the silyl ester of O-acyl(aroyl)salicylic acids and (trimethylsilyl)-methylenetriphenylphosphorane undergo intramolecular Wittig cyclization on the ester carbonyl to afford the 4H-chromen-4-ones in good to excellent yields.
A new metal complex promoted system for highly selective synthesis of 4H-chromen-4-ones (chromones)
Nishinaga,Ando,Maruyama,Mashino
, p. 839 - 841 (2007/10/02)
Co(III)(salpr)(OH), a six coordinate cobalt Schiff base complex, promotes the highly selective conversion of 1-(o-hydroxyaryl)-1,3-diketones to 4H-chromen-4-ones under neutral conditions.
