RT info:eu-repo/semantics/article
T1 Palladium-mediated C-N, C-C, and C-O functionalization of azolopyrimidines: a new total synthesis of variolin B
A1 Baeza García, Alejandro
A1 Mendiola Serena, Javier
A1 Burgos García, Carolina
A1 Álvarez-Builla Gómez, Julio
A1 Vaquero López, Juan J.
K1 Variolin B
K1 Total synthesis
K1 Palladium-mediated C-N, C-C and C-O; pyrido[3 ',2 ': 4,5]pyrrolo[1,2-c]pyrimidine
K1 N-tosylmethyl dichloro-formimide
K1 Sponge kirkpatrickia-varialosa
K1 Deoxyvariolin-B
K1 Bond formation
K1 Alkaloids
K1 Core
K1 Derivatives
K1 Ethers
K1 Chemistry, Organic
K1 Bioquímica
K1 Biochemistry
K1 Science
K1 Ciencia
AB A new total synthesis of the alkaloid variolin B is achieved by a selective and sequential palladium-mediated functionalization of atrihalo-substituted pyrido[30,20:4,5]pyrrolo[1,2-c]pyrimidine. This intermediate is obtained by a new heterocyclization reaction betweenan appropriate bromomethyl azaindole and N-tosylmethyl dichloroformimide. The methodology may be effective for the synthesis ofsome analogs by substitution on the relatively unexplored C4 and C9 positions of the alkaloid.
PB Elsevier
SN 0040-4039
YR 2008
FD 2008
LK http://hdl.handle.net/10017/2653
UL http://hdl.handle.net/10017/2653
LA eng
NO The authors acknowledge financial support from theSpanish Ministerio de Educación y Ciencia (projectCTQ2005/011060/BQU), Comunidad de Madrid (CAM),and Universidad de Alcalá (UAH) (project CCG-UAH/SAL-0660) and a grant from the Ministerio de Educacióny Ciencia (A.B.).
DS MINDS@UW
RD 16-abr-2024