Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
5273774 | Tetrahedron Letters | 2009 | 4 Pages |
Abstract
The silver-mediated nucleophilic substitution on calixarene p-bromodienone derivatives (the 'p-bromodienone route') with activated aromatic substrates allows the introduction of aromatic moieties at the para- or meta-position of calixarene aromatic rings. Less reactive substrates mainly afford C-O para-coupled derivatives, while more activated ones mainly give inherently chiral, C-C meta-coupled products through a dienone-phenol rearrangement of the intermediate dienone derivative. Examples of C-C para-coupling and O-C coupling at the endo calixarene oxygen atom were also observed.
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Related Topics
Physical Sciences and Engineering
Chemistry
Organic Chemistry
Authors
Francesco Troisi, Teresa Pierro, Carmine Gaeta, Michele Carratù, Placido Neri,