6‑Phosphorylated Phenanthridines from 2‑Isocyanobiphenyls
via Radical C–P and C–C Bond Formation
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Abstract
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