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.
Absolute configuration determination of 2-(2-oxo-3-indolyl)acetamide derivatives
Transesterifications mediated by t-BuNH2
Configuration, stereodynamics and crystal structure of 3-substituted-2-oxofuro[2,3-b]indoles
Role of lipid peroxidation in biliary obstruction in the rat
Synthesis of Acetamido(indol-3-yl)propanol Derivatives
First Total Synthesis of ()-Flustraminol B
Synthesis of Indolylindolines Mediated by tert-BuNH2
13C NMR and crystallographic evidence of push-pull effects in furoindolic ?-enamino esters