1159-57-5Relevant academic research and scientific papers
Regioselective monobromination of (E)-1-(2′-hydroxy-4′, 6′-dimethoxyphenyl)-3-aryl-2-propen-1-ones using bromodimethylsulfonium bromide and synthesis of 8-bromoflavones and 7-bromoaurones
Khan, Abu T.,Choudhury, Abhik,Ali, Shahzad,Musawwer Khan, Md.
experimental part, p. 4852 - 4857 (2012/09/07)
A wide variety of monobrominated compounds 2a-l have been prepared in good yields from (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-aryl-2- propen-1-ones (1a-l) through regioselective ring bromination using 1.5 equiv of bromodimethylsulfonium bromide (BDMS)
Synthesis of chalcone analogues with increased antileishmanial activity
Boeck, Paula,Bandeira Falcao, Camila Alves,Leal, Paulo Cesar,Yunes, Rosendo Augusto,Filho, Valdir Cechinel,Torres-Santos, Eduardo Caio,Rossi-Bergmann, Bartira
, p. 1538 - 1545 (2007/10/03)
Eighteen analogues of an active natural chalcone were synthesized using xanthoxyline and some derivatives, and these analogues were tested for selective activity against both promastigotes and intracellular amastigotes of Leishmania amazonensis in vitro. Three analogues (10, 12, and 19) containing nitro, fluorine or bromine groups, respectively, displayed increased selective activity against the parasites as compared with the natural chalcone. The nitrosylated chalcone 10 was also tested intralesionally in infected mice and was found to be as effective as Pentostan reference drug at a dose 100 times higher than that of the chalcone in controlling both the lesion growth and the parasite burden.
Pyrolitic Elimination of Hydrogen Halide and Halogen from 2,3-Dihalogenoketones
Donnely, John A.,Quigley, Killian
, p. 1299 - 1305 (2007/10/02)
The thermal elimination of hydrogen chloride from 2'-hydroxychalcone dichlorides occured in two stages, initially forming 3-chloroflavones and then flavones; α-chloro-2'-hydroxychalcones, the likely intermediates in the formation of 3-chloroflavones, also yielded the same products.The pyrolysis of 2'-hydroxychalcone dibromides resulted in debromination as well as dehydrobromination with the consequent appearence of brominated flavones among the products.The formation of 3-bromoflavones was not observed but the isomeric (E)-α-bromo-2'-hydroxychalcones thermally isomerized to their (Z)-isomers and then underwent cyclization and dehydrobromination.The bromide were considerably more reactive than the dichlorides but, as a synthetic procedure, the pyrolysis of the dichlorides is cleaner and more productive.
