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Intramolecular radical cyclization of phenolic nitronates: Facile synthesis of annelated tropone and tropolone derivatives

1986; Elsevier BV; Volume: 27; Issue: 50 Linguagem: Inglês

10.1016/s0040-4039(00)85396-4

1873-3581

Andrew S. Kende, Kevin Koch,

Radical Photochemical Reactions

Treatment of the phenolic nitroalkanes 1 in dilute base with K3Fe(CN)6 results in the formation of spirocyclic nitro dienones 3 which undergo facile rearrangement to annelated tropone or tropolone derivatives.