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ChemInform Abstract: Synthesis of Multisubstituted Triphenylenes and Phenanthrenes by Cascade Reaction of o-Iodobiphenyls or (Z)-β-Halostyrenes with o-Bromobenzyl Alcohols Through Two Sequential C-C Bond Formations Catalyzed by a Palladium Complex
- Source :
- ChemInform. 47
- Publication Year :
- 2016
- Publisher :
- Wiley, 2016.
-
Abstract
- o-Bromobenzyl alcohol has been developed as a novel annulating reagent, bearing both nucleophilic and electrophilic substituents, for the facile synthesis of polycyclic aromatic hydrocarbons. A palladium/electron-deficient phosphine catalyst efficiently coupled o-iodobiphenyls or (Z)-β-halostyrenes with o-bromobenzyl alcohols to afford triphenylenes and phenanthrenes, respectively. The present cascade reaction proceeded through deacetonative cross-coupling and sequential intramolecular cyclization. An array of experimental data suggest that the reaction mechanism involves the equilibrium of 1,4-palladium migration.
Details
- ISSN :
- 09317597
- Volume :
- 47
- Database :
- OpenAIRE
- Journal :
- ChemInform
- Accession number :
- edsair.doi...........304a084b3a4e628a327564356e0d2e45