RT info:eu-repo/semantics/doctoralThesis
T1 Funcionalización selectiva de enlaces c(sp3)–h alifáticos usando amidas como grupos directores y sistemas reactivos basados en yodo hipervalente/yodo: formación de enlaces c–n mediante transferencia intramolecular de átomos de hidrógeno
A1 Rodríguez Sosa, Dionisio José
A2 Programa  de Doctorado en Química e Ingeniería Química
K1 Mecanismos de reacción
K1 Radicales libres
K1 Química orgánica
AB Throughout this thesis it is described our research on the functionalization of unactivated C(sp3)-H bonds, mainly from methyl groups, in nonconstrained molecules, to create new C(sp3)-N and C(sp3)-Br bonds. They were conducted through 1,5 hydrogen atom transference to nitrogen centered radicals, generated by treatment with the reactive systems PhI(OAc)2/I2 or PhI(OAc)2/Br2 under irradiation of several precursors such as sulfonamides, cyclic sulfamates and cyclic sulfamides.All these precursors allowed the regio- and chemoselective synthesis of pyrrolidines, g-lactams and cyclic imines. The mechanisms of the functionalizations and the oxidation to imines were also investigated in order to improve the chemoselectivity. The evidence obtained let us propose a mechanistic pathway to explain the formation of each product.
YR 2016
FD 2016
LK http://riull.ull.es/xmlui/handle/915/26030
UL http://riull.ull.es/xmlui/handle/915/26030
LA es
DS Repositorio institucional de la Universidad de La Laguna
RD 19-abr-2024