Straightforward access to [6]metacyclophene-based enynes by an inter-intramolecular tandem etherification through a one-pot double SNAr reaction

Citation
J. Suffert et al., Straightforward access to [6]metacyclophene-based enynes by an inter-intramolecular tandem etherification through a one-pot double SNAr reaction, SYNLETT, (6), 2000, pp. 874-876
Citations number
30
Categorie Soggetti
Organic Chemistry/Polymer Science
Journal title
SYNLETT
ISSN journal
09365214 → ACNP
Issue
6
Year of publication
2000
Pages
874 - 876
Database
ISI
SICI code
0936-5214(200006):6<874:SAT[EB>2.0.ZU;2-M
Abstract
The first application in the enediyne area of; an inter-intramolecular tand em one-pot double SNAr reaction is demonstrated towards the synthesis of ne w bi- and tricyclic enediynes 1 and 17, respectively. These polyunsaturated macrocycles an very stable and are not prone to rearrange to a diradical s pecies via a Bergman cycloaromatization. The 1.3-substitution pattern on th e aromatic ring could impede this thermal process from occurring.