A new Suzuki-Heck-type coupling cascade: Indeno[1,2,3]-annelation of polycyclic aromatic hydrocarbons - Forschungsportal der Justus-Liebig-Universität Gießen:

Journalartikel

A new Suzuki-Heck-type coupling cascade: Indeno[1,2,3]-annelation of polycyclic aromatic hydrocarbons

Autorenliste: Wegner, HA; Scott, LT; de Meijere, A

Jahr der Veröffentlichung: 2003

Seiten: 883-887

Zeitschrift: The Journal of Organic Chemistry

Bandnummer: 68

Heftnummer: 3

ISSN: 0022-3263

DOI Link: https://doi.org/10.1021/jo020367h

Verlag: American Chemical Society

Abstract:
Under palladium catalysis, o-bromobenzeneboronic acid can be coupled with 1-bromonaphthalene (6) and with oligocyclic bromoarenes to furnish indeno-annelated polycyclic aromatic hydrocarbons 1-4 and 25 in a single operation in moderate to good yields (27-87%). Alternatively, o-dibromoarenes and 1,2-dibromocycloalkenes can be cross-coupled with 1-naphthaleneboronic acid under the same conditions to yield analogous products (6-87%), and indenocorannulene (19) can be prepared likewise in a single step from pinacol corannuleneboronate (18) (40%).

Autoren/Herausgeber

- Uni.-Prof. Dr. Hermann Andreas Wegner

Zitierstile

Harvard-Zitierstil: Wegner, H., Scott, L. and de Meijere, A. (2003) A new Suzuki-Heck-type coupling cascade: Indeno[1,2,3]-annelation of polycyclic aromatic hydrocarbons, The Journal of Organic Chemistry, 68(3), pp. 883-887. https://doi.org/10.1021/jo020367h

APA-Zitierstil: Wegner, H., Scott, L., & de Meijere, A. (2003). A new Suzuki-Heck-type coupling cascade: Indeno[1,2,3]-annelation of polycyclic aromatic hydrocarbons. The Journal of Organic Chemistry. 68(3), 883-887. https://doi.org/10.1021/jo020367h