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Convergent, regiospecific synthesis of quinolines from o-aminophenylboronates
- Source :
- Organic letters. 10(18)
- Publication Year :
- 2008
-
Abstract
- A direct convergent two-component synthesis of quinolines from alpha,beta-unsaturated ketones and o-aminophenylboronic acid derivatives is reported. The reaction is regiocomplementary to the traditional Skraup-Doebner-Von Miller synthesis and proceeds under basic rather than strongly acidic conditions. Quinolines substituted in the benzenoid ring can be accessed by using substituted o-aminophenylboronates prepared by direct palladium-catalyzed borylation of the corresponding o-bromoanilines.
Details
- ISSN :
- 15237052
- Volume :
- 10
- Issue :
- 18
- Database :
- OpenAIRE
- Journal :
- Organic letters
- Accession number :
- edsair.doi.dedup.....7b01b9fb478b3dba860e1d13e02596e6