| abstract |
The present invention relates to the preparation of 2-vinyl indoles from ortho-gem-dibromovinylaniline compounds and alkene reagents using a palladium pre-catalyst, a base, and, in some instances, a ligand or additive. The present invention also relates to the preparation of pyrido and azepino derivatives via a palladium-catalyzed tandem intramolecular Buchwald-Hartwig amination and Heck coupling reaction of appropriately functionalized ortho-gem-dibromovinylanilines. The present invention also relates to the preparation of 2-alkynyl indoles from ortho-gem-dibromovinylaniline compounds and alkyne reagents using a palladium pre-catalyst, a copper pre-catalyst, a base, and a ligand. Novel processes for the preparation of benzo[b]furan compounds are also disclosed, wherein the 2-alkynyl benzo[b]furans are prepared from ortho-gem-dibromovinylphenol compounds and alkyne reagents using a palladium pre-catalyst, a copper pre-catalyst, a base, and a ligand. |