New approaches to bicyclic vinyl heterocycles from propargylic acetals.
The paper describes further studies on the intramolecular carbolithiation of propargylic acetals with aryllithiums leading to 2-vinylbenzofurans and 3-vinylfuropyridines. Attempts to extend the cascade to [4.4.0] binuclear heterocycles met with limited success. An alternative, two-step entry to such ring systems has been developed using the palladium-induced cyclization/hydride capture methodology. A new route to isoquinilinones from simple benzamides is also disclosed.
Le Strat
Frédéric
F
Laboratoire des Fonctions Azotées & Oxygénées Complexes de l'IRCOF, UMR 6014 CNRS, INSA and Université de Rouen, 76821-Mont St Aignan Cedex, France.
Harrowven
David C
DC
Maddaluno
Jacques
J