The Benzoyl Peroxide Promoted Dual C–C Bond
Formation via Dual C–H Bond Cleavage: α‑Phenanthridinylation
of Ether by Isocyanide
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Abstract
The
benzoyl peroxide-promoted α-phenanthridinylation of ether by
isocyanide is developed, proceeding through dual C–H bond cleavage
and dual C–C bond formation. The procedure tolerates a series
of functional groups, such as methyl, fluoro, chloro, acetyl, methoxy
carbonyl, cyano, and trifluoromethyl. Thus, it represents a facile
pathway leading to 6-substituted phenanthridine derivatives. The addition
of radical to the isonitrile followed by a radical aromatic cyclization
is involved in this transformation