752233-12-8Relevant academic research and scientific papers
(E)-3-Halo-2-styryl-4H-chromen-4-ones: Synthesis and transformation to novel pyrazoles
Ferreira, Joana P.A.,Silva, Vera L.M.,Elguero, José,Silva, Artur M.S.
, p. 9701 - 9709 (2013/10/22)
New methods for the synthesis of (E)-3-halo-2-styryl-4H-chromen-4-ones were established. The reaction of these compounds with hydrazine hydrate afforded new and unexpected 3(5)-aryl-5(3)-[2-(2-hydroxyphenyl)-2-hydrazonoethyl]-1H- pyrazoles, which upon aci
Efficient syntheses of new polyhydroxylated 2,3-diaryl-9H-xanthen-9-ones
Santos, Clementina M. M.,Silva, Artur M. S.,Cavaleiro, Jose A. S.
experimental part, p. 2642 - 2660 (2009/10/23)
A large number of hydroxylated 2,3-diaryl-9/i-xanthen-9ones have been synthesised by two different approaches, starting either from 3-brom.o-2-m.elhyl-4H-ch:rom.en-4-one or from. (E)-3-brom.o-2-styryl-4H-chrom. en-4-ones. The former method involves Heck r
A novel and efficient route for the synthesis of hydroxylated 2,3-diarylxanthones
Santos, Clementina M. M.,Silva, Artur M. S.,Cavaleiro, José A. S.
, p. 3113 - 3116 (2008/09/19)
A novel, efficient and general route for the synthesis of hydroxylated 2,3-diarylxanthones is described. 3-Bromo-2-styryl-chromone, the key intermediate of this synthesis, is obtained by a Baker-Venkataraman rearrangement of the appropriate 2′-cinnamoylox
Bromination and azidation reactions of 2-styrylchromones. New syntheses of 4(5)-aryl-5(4)-(2-chromonyl)-1,2,3-triazoles
Silva, Artur M. S.,Vieira, Judite S.,Brito, Cristela M.,Cavaleiro, Jose A. S.,Patonay, Tamas,Levai, Albert,Elguero, Jose
, p. 293 - 308 (2007/10/03)
The bromination of 2-styrylchromones, bearing electron neutral substituents, with two molar equivalents of piridinium tribromide gave 2-(2-aryl-1,2-dibromoethyl)chromones and 3-bromo-2-(2-aryl-1,2-dibromoethyl) chromones. The presence of electron-donating substituents on their B ring led to a mixture of compounds due to the higher reactivity of their C(2)=C(3) and Cα=Cβ double bonds, whereas the strongly electron-withdrawing group hindered the bromination. The dehydrobromination of 2-(2-aryl-1,2-dibromoethyl)chromones with triethylamine gave a diastereomeric mixture of (E)- and (Z)-2-(α-bromostyryl)chromones. Some novel 4(5)-aryl-5(4)-(2-chromonyl)-1,2,3-triazoles have been obtained from the reactions of 2-(2-aryl-1,2-dibromoethyl)chromones, 2-(α-bromostyryl) chromones, and 2-styrylchromones with sodium azide. The reactions of 2-styrylchromones with sodium azide are more efficient, general, and constitute a one-pot synthetic method of 4(5)-aryl-5(4)-(2-chromonyl)-1,2,3-triazoles allowing the preparation of 1,2,3-triazoles bearing either electron-donating or electron-withdrawing substituents in their aryl ring. The structure of all new compounds was established by extensive NMR spectroscopic studies. Springer-Verlag 2003.
New syntheses of 4(5)-aryl-5(4)-(2-chromonyl)-1,2,3-triazoles from 2- styrylchromones and sodium azide
Silva, Artur M. S.,Vieira, Judite S.,Cavaleiro, José A. S.,Patonay, Tamás,Lévai, Albert,Elguero, José
, p. 481 - 487 (2007/10/03)
The reactions of 2-α-bromostyrylchromones or 2-styrylchromones with sodium azide afforded 4(5)-aryl-5(4)-(2-chromonyl)-1,2,3-triazoles. In the case of 2-α-bromostyrylchromones, the unexpected 1-aryl-5-(2-chromonyl- methyl)tetrazoles have been obtained as minor products and the mechanism of its formation is discussed. The bromination/dehydrobromination reactions of 2-styrylchromones were also studied.
