Synthesis of Highly Substituted Acenes through Rhodium-Catalyzed Oxidative Coupling of Arylboron Reagents with Alkynes

Synthesis of Highly Substituted Acenes through Rhodium-Catalyzed Oxidative Coupling of Arylboron Reagents with Alkynes

The rhodium-catalyzed oxidative 1:2 coupling reactions of arylboronic acids or their esters with alkynes smoothly proceed to produce the corresponding annulated products. Of special note, highly substituted, readily soluble, and tractable anthracene and tetracene derivatives can be obtained selectiv...

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Veröffentlicht in:Journal of organic chemistry 2011-04, Vol.76 (8), p.2867-2874
Hauptverfasser: Fukutani, Tatsuya, Hirano, Koji, Satoh, Tetsuya, Miura, Masahiro
Format: Artikel
Sprache:eng
Schlagworte:
Chemistry
Condensed benzenic and aromatic compounds
Exact sciences and technology
Organic chemistry
Preparations and properties
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Zusammenfassung:The rhodium-catalyzed oxidative 1:2 coupling reactions of arylboronic acids or their esters with alkynes smoothly proceed to produce the corresponding annulated products. Of special note, highly substituted, readily soluble, and tractable anthracene and tetracene derivatives can be obtained selectively from 2-naphthyl- and 2-anthrylboron reagents, respectively.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo200339w