| Autor: |
Le Strat F; Laboratoire des Fonctions Azotées & Oxygénées Complexes de l'IRCOF, UMR 6014 CNRS, Université de Rouen, 76821 Mont St. Aignan, France., Maddaluno J |
| Jazyk: |
angličtina |
| Zdroj: |
Organic letters [Org Lett] 2002 Aug 08; Vol. 4 (16), pp. 2791-3. |
| DOI: |
10.1021/ol026351v |
| Abstrakt: |
[reaction: see text] A simple route to 3-vinylbenzofurans, 3-vinylfuropyridines, and 3-vinylindoles from readily accessible acetylenic precursors is described. A standard halogen-lithium exchange triggers an irreversible addition on the triple bond, according to a 5-exo-dig heterocyclization process, followed by a lithium ethoxide elimination. A final isomerization of the exocyclic allene provides a 1,3-dienic system that can react with acrylates, in thermal or hyperbaric conditions, to provide the expected [4+2] cycloadducts. |
| Databáze: |
MEDLINE |
| Externí odkaz: |
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