4198-00-9Relevant academic research and scientific papers
Construction of trisubstituted chromone skeletons carrying electron-withdrawing groups via PhIO-mediated dehydrogenation and its application to the synthesis of frutinone A
Li, Qiao,Zhuang, Chen,Wang, Donghua,Zhang, Wei,Jia, Rongxuan,Sun, Fengxia,Zhang, Yilin,Du, Yunfei
supporting information, p. 2958 - 2965 (2020/01/08)
The construction of the biologically interesting chromone skeleton was realized by PhIO-mediated dehydrogenation of chromanones under mild conditions. Interestingly, this method also found application in the synthesis of the naturally occurring frutinone A.
Facile syntheses of 2-substituted 3-cyanochromones
Levchenko,Semenova,Yarovenko,Shmelin,Krayushkin
, p. 3630 - 3632 (2012/09/22)
A simple and general route to 3-cyanochromones containing various substituents on position 2 of the ring is developed. The method is based on condensation of 3-(2-hydroxyphenyl)-3-oxopropionitrile with acid chlorides or anhydrides in pyridine at room temp
KHMDS enhanced SmI2-mediated reformatsky type α-cyanation
Ankner, Tobias,Friden-Saxin, Maria,Pemberton, Nils,Seifert, Tina,Grotli, Morten,Luthman, Kristina,Hilmersson, Goeran
supporting information; experimental part, p. 2210 - 2213 (2010/08/04)
A novel combination of SmI2, KHMDS, and TsCN can be utilized to introduce a cyano group into structurally diverse and highly sensitive 2-alkyl-chroman-4-ones. Subsequent oxidation allows the formed 2-alkyl-3-cyanochromones to be isolated in yields ranging from 49 to 77%. In addition, α-bromoketones and esters were found to undergo equally effective α-cyanation.
Synthesis of 3-cyanoflavones and their biological evaluation
Lassagne, Frederic,Bombarda, Isabelle,Dherbomez, Michel,Sinbandhit, Sourisak,Gaydou, Emil M.
, p. 787 - 799 (2007/10/03)
The synthesis, using β-bromo-α-ethylthiocinnamonitrile (1) and methyl salicylate (2), of two new series of methyl 2-(2′-cyano-2′-ethylthio-1′-phenylvinyloxy)benzoates (3), precursors of 3-cyanoflavones (4) is reported. Compounds (3) and (4) were checked a
A convenient access to 3-cyanoflavones
Lassagne, Frédéric,Pochat, Francis
, p. 9283 - 9285 (2007/10/03)
Reaction of β-bromo α-alkylthiocinnamonitriles with various substituted methyl salicylates followed by treatment with AlCl 3/PhNO2 provides 3-cyanoflavones.
Novel conversion of 3-(α-hydroxybenzyl)flavones to 3-benzoylchromones and 3-cyanoflavones with NaN3/TFA
Mallik, Asok K.,Chattopadhyay, Falguni,Dey, Sankar P.
, p. 4929 - 4931 (2007/10/03)
On treatment with NaN3/TFA, 3-(α-hydroxybenzyl)flavones are converted to 3-benzoylchromones and 3-cyanoflavones, plausible mechanisms for which have been suggested. (C) 2000 Elsevier Science Ltd.
