Format

Send to

Choose Destination
Org Lett. 2012 Sep 7;14(17):4430-3. doi: 10.1021/ol301938z. Epub 2012 Aug 22.

A thermal dehydrogenative Diels-Alder reaction of styrenes for the concise synthesis of functionalized naphthalenes.

Author information

1
Department of Chemistry, University of Pittsburgh, Pittsburgh, Pennsylvania 15260, USA.

Abstract

Functionalized naphthalenes are valuable building blocks in many important areas. A microwave-assisted, intramolecular dehydrogenative Diels-Alder reaction of styrenyl derivatives to provide cyclopenta[b]naphthalene substructures not previously accessible using existing synthetic methods is described. The synthetic utility of these uniquely functionalized naphthalenes was demonstrated by a single-step conversion of one of these cycloadducts to a fluorophore bearing a structural resemblance to Prodan.

PMID:
22913473
PMCID:
PMC3495130
DOI:
10.1021/ol301938z
[Indexed for MEDLINE]
Free PMC Article

Supplemental Content

Full text links

Icon for American Chemical Society Icon for PubMed Central
Loading ...
Support Center