Beccalli Egle M, Broggini Gianluigi, Martinelli Michela, Masciocchi Norberto, Sottocornola Silvia
Istituto di Chimica Organica "A. Marchesini", Facoltà di Farmacia, Università di Milano, via Venezian 21, 20133 Milano, Italy.
Org Lett. 2006 Sep 28;8(20):4521-4. doi: 10.1021/ol061693c.
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(PPh(3))(4) as catalyst, stable sigma-alkylpalladium iodide complexes were isolated and characterizated.
从仲N-烯丙基胺出发，通过连续的2-碘苄基化/分子内Heck反应/1,3-偶极环加成反应，已实现了一种简单有效的方法来合成与五元杂环4-螺环稠合的新型四氢异喹啉。考察了多种Heck环化条件。当使用Pd(PPh(3))(4)作为催化剂时，分离并表征了稳定的σ-烷基钯碘配合物。
