A simple and efficient entry to new tetrahydroisoquinolines 4-spiroannulated to a five-membered heterocyclic ring has been achieved starting from secondary N-allylamines and involving sequential 2-iodobenzylation/ intramolecular Heck reaction/1,3-dipolar cycloaddition. A variety of Heck cyclization conditions were surveyed. When using Pd(PPh3)4 as catalyst, stable σ-alkylpalladium iodide complexes were isolated and characterizated.
|Titolo:||New 4-spiroannulated tetrahydroisoquinolines by a one-pot sequential procedure : isolation and characterization of sigma-alkylpalladium Heck intermediates|
BECCALLI, EGLE MARIA (Primo)
|Settore Scientifico Disciplinare:||Settore CHIM/06 - Chimica Organica|
|Data di pubblicazione:||2006|
|Digital Object Identifier (DOI):||10.1021/ol061693c|
|Appare nelle tipologie:||01 - Articolo su periodico|