Publication Cover
Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 41, 2010 - Issue 1
567
Views
10
CrossRef citations to date
0
Altmetric
Original Articles

Pd–NHC Catalyzed Biaryl Coupling by Direct C–H Activation—A Novel Strategy for the Synthesis of Dibenzocyclooctane Lignans

, &
Pages 41-51 | Received 08 Sep 2009, Published online: 14 Dec 2010
 

Abstract

Cross-coupling reactions, such as Buchwald-Hartwig arylamination and direct intramolecular biaryl coupling by C–H activation, were carried out using various Palladium-N-heterocyclic carbenes (Pd–NHC) as catalysts. The yields were good to excellent. The latter strategy was adopted to transform two dibenzylbutane lignans, isolated from the leaves of Ocotea macrophylla (Lauraceae), into the corresponding dibenzocyclooctane lignans in good overall yields.

Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications® to view the free supplemental file.

ACKNOWLEDGMENTS

The authors thank Umicore AG & Co. KG. for the donation of catalysts 13 and the Institut für Chemie, Universität Potsdam for analytical support. E. D. Coy acknowledges the DAAD (Deutscher Akademischer Austausch Dienst) for a scholarship at the Universität Potsdam.

Notes

a Carried out to room temperature.

b Carried out at 50 °C.

c Carried out at 80 °C.

d Yield of isolated product under anaerobic conditions (yield of isolated product under aerobic conditions).

e Reported yield under anaerobic conditions according to Ref.[ Citation 1 ]

a Yield of isolated product.

b Reported yields according to Ref.[7]

Log in via your institution

Log in to Taylor & Francis Online

PDF download + Online access

  • 48 hours access to article PDF & online version
  • Article PDF can be downloaded
  • Article PDF can be printed
USD 61.00 Add to cart

Issue Purchase

  • 30 days online access to complete issue
  • Article PDFs can be downloaded
  • Article PDFs can be printed
USD 422.00 Add to cart

* Local tax will be added as applicable

Related Research

People also read lists articles that other readers of this article have read.

Recommended articles lists articles that we recommend and is powered by our AI driven recommendation engine.

Cited by lists all citing articles based on Crossref citations.
Articles with the Crossref icon will open in a new tab.