6‑Phosphorylated Phenanthridines from 2‑Isocyanobiphenyls via Radical C–P and C–C Bond Formation
A C–P bond and a C–C bond are formed in the synthesis of 6-phosphorylated phenanthridines starting with readily prepared 2-isocyanobiphenyls and commercially available P-radical precursors. The radical cascade reaction comprises addition of an oxidatively generated P-centered radical to the isonitri...
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Veröffentlicht in: | Organic letters 2014-01, Vol.16 (1), p.250-253 |
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Hauptverfasser: | , , |
Format: | Artikel |
Sprache: | eng |
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Zusammenfassung: | A C–P bond and a C–C bond are formed in the synthesis of 6-phosphorylated phenanthridines starting with readily prepared 2-isocyanobiphenyls and commercially available P-radical precursors. The radical cascade reaction comprises addition of an oxidatively generated P-centered radical to the isonitrile functionality and subsequent homolytic aromatic substitution. Various 6-phosphorylated phenanthridines are formed in moderate to excellent yield. In contrast to the currently intensively investigated direct arene phosphorylation, the arene core is constructed with concomitant phosphorylation using this approach. |
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ISSN: | 1523-7060 1523-7052 |
DOI: | 10.1021/ol403256e |