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Scope and limitations of the Heck-Matsuda-coupling of phenol diazonium salts and styrenes: a protecting-group economic synthesis of phenolic stilbenes

  • 4-Phenol diazonium salts undergo Pd-catalyzed Heck reactions with various styrenes to 4ï-hydroxy stilbenes. In almost all cases higher yields and fewer side products were observed, compared to the analogous 4-methoxy benzene diazonium salts. In contrast, the reaction fails completely with 2- and 3-phenol diazonium salts. For these substitution patterns the methoxy-substituted derivatives are superior.

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Author details:Bernd SchmidtORCiDGND, Nelli Elizarov, René BergerGND, Frank Hölter
URL:http://pubs.rsc.org/en/content/articlepdf/2013/ob/c3ob40420j
DOI:https://doi.org/10.1039/C3OB40420J
ISSN:1477-0520
Publication type:Article
Language:English
Year of first publication:2014
Publication year:2014
Release date:2017/03/25
Source:Organic and biomolecular chemistry. - ISSN 1477-0520. - 11 (2013) 22, S. 3674 - 3691
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
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