%0 Journal Article %A Baeza García, Alejandro %A Mendiola Serena, Javier %A Burgos García, Carolina %A Álvarez-Builla Gómez, Julio %A Vaquero López, Juan J. %T Palladium-mediated C-N, C-C, and C-O functionalization of azolopyrimidines: a new total synthesis of variolin B %D 2008 %@ 0040-4039 %U http://hdl.handle.net/10017/2653 %X A new total synthesis of the alkaloid variolin B is achieved by a selective and sequential palladium-mediated functionalization of a trihalo-substituted pyrido[30 ,20 :4,5]pyrrolo[1,2-c]pyrimidine. This intermediate is obtained by a new heterocyclization reaction between an appropriate bromomethyl azaindole and N-tosylmethyl dichloroformimide. The methodology may be effective for the synthesis of some analogs by substitution on the relatively unexplored C4 and C9 positions of the alkaloid. %K Variolin B %K Total synthesis %K Palladium-mediated C-N, C-C and C-O; pyrido[3 ',2 ': 4,5]pyrrolo[1,2-c]pyrimidine %K N-tosylmethyl dichloro-formimide %K Sponge kirkpatrickia-varialosa %K Deoxyvariolin-B %K Bond formation %K Alkaloids %K Core %K Derivatives %K Ethers %K Chemistry, Organic %K Bioquímica %K Biochemistry %K Science %K Ciencia %~ Biblioteca Universidad de Alcala