2017
J. Benjamín García-Vázqueza, Angel E. Bañuelos-Hernández, Joel J. Trujillo-Serratoa, Oscar R. Suárez-Castillo, Armando Ariza-Castolo, Martha S. Morales-Ríos, J. Mol. Struct., 2017, 1145,184-191.https://doi.org/10.1016/j.molstruc.2017.05.099
Abstract
Heterogeneous catalytic hydrogenation of strained nitrile substituted spirocyclopropyl oxindoles in acetic anhydride, allowed to the regioselective formation of ring-opened 2-oxohomotryptamines accompanied by the ring-retained spirocyclopropyl acetamides as by products. The C3single bondC9 bond fission would be induced by H atom attack via the plausible intermediacy of a stabilized benzolactam carbon-centered radical. The substituent effects on the stability of such radicals were analyzed in terms of the energy of SOMO orbitals, showing good agreement with ?m Hammett constants. The theoretical results reflect experimental findings on the reactivity of the analyzed compounds.
First Total Synthesis of ()-Flustraminol B
Aromatic Bromination versus Oxidation of Indolylmalonates by Bromine
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
Trapping enols of esters and lactones with diazomethane
One-potsynthesis of conformationallyrestrictedspirooxindoles
Unimolecular rearrangements of ketene-O,O-acetals and fragmentations occurring in the gas phase
Role of lipid peroxidation in biliary obstruction in the rat